KR102035515B1 - Color conversion sheet, light source unit, display and lighting device comprising the same - Google Patents

Abstract

The color conversion sheet of one embodiment of the present invention is a color conversion sheet for converting incident light into light having a longer wavelength than the incident light, and includes at least the following layers (A) and (B). This color conversion sheet is used for a light source unit, a display, and an illumination device.
(A) layer: The layer containing the organic light emitting material (a) which shows light emission observed in the region whose peak wavelength is 500 nm or more and 580 nm or less by using excitation light of the range of 400 nm or more and 500 nm or less, and binder resin.
(B) layer: Organic which shows light emission observed in the region whose peak wavelength is 580 nm or more and 750 nm by being excited by either or both of excitation light in the range of wavelength 400 nm or more and 500 nm or less, or light emission from organic light emitting material (a). Layer containing light emitting material (b) and binder resin

Description

Color conversion sheet, light source unit, display and lighting device comprising the same

The present invention relates to a color conversion sheet, a light source unit including the same, a display and an illumination device.

The application of the multi-colorization technology by a color conversion system to a liquid crystal display, an organic electroluminescent display, a lighting apparatus, etc. is vigorously examined. Color conversion means converting light emission from a luminous material into longer wavelength light, for example, converting blue light emission into green or red light emission.

The composition which has this color conversion function (henceforth a "color conversion composition") is sheeted, for example, by combining with a blue light source, and extracting three primary colors of blue, green, and red from a blue light source, ie, It is possible to take out white light. By using the white light source which combined such a blue light source and the sheet | seat which has a color conversion function (henceforth a "color conversion sheet") as a backlight unit, and combining this backlight unit, a liquid crystal drive part, and a color filter, full color The display can be manufactured. Moreover, if there is no liquid crystal drive part, it can be used as a white light source as it is, and can be applied as white light sources, such as LED lighting, for example.

The improvement of color reproducibility is mentioned as a subject of the liquid crystal display which uses a color conversion system. To improve the color reproducibility, it is effective to narrow the half-value width of each of the blue, green, and red emission spectrums of the backlight unit, and increase the color purity of each of the blue, green, and red colors.

As a means of solving this, the technique of using the quantum dot by inorganic semiconductor microparticles | fine-particles as a component of a color conversion composition is proposed (for example, refer patent document 1). The technique using quantum dots certainly has a narrow half value width of the green and red emission spectra, and the color reproducibility is improved. On the other hand, the quantum dots are weak in heat, air, moisture and oxygen, and have insufficient durability. There is also a problem of including cadmium.

Moreover, the technique of using the organic light emitting material as a component of a color conversion composition instead of a quantum dot is also proposed. As an example of the technique which uses an organic light emitting material as a component of a color conversion composition, the thing using a coumarin derivative (for example, refer patent document 2), the thing using a rhodamine derivative (for example, refer patent document 3), fatigue The use of a methene derivative (for example, refer patent document 4) is disclosed.

Japanese Patent Laid-Open No. 2012-22028 Japanese Patent Laid-Open No. 2007-273440 Japanese Patent Laid-Open No. 2001-164245 Japanese Patent Laid-Open No. 2011-241160

However, in the technique using these organic light emitting materials, the improvement of color reproducibility was insufficient. In particular, a technique for achieving a wide color gamut using an organic light emitting material exhibiting high color purity light emission is insufficient.

SUMMARY OF THE INVENTION An object of the present invention is to provide a color conversion sheet capable of improving color reproducibility by making high color purity and wide color gamut compatible in a color conversion sheet used for a display or a lighting device.

In order to solve the problem mentioned above and achieve the objective, the color conversion sheet which concerns on this invention is a color conversion sheet which converts incident light into the light of wavelength longer than the incident light, At least the following (A) layer and (B) layer Characterized in that it comprises a.

(A) layer: The layer containing the organic light emitting material (a) which shows light emission observed in the region whose peak wavelength is 500 nm or more and 580 nm or less by using excitation light of the range of 400 nm or more and 500 nm or less, and binder resin.

(B) layer: The peak wavelength is 580 nm or more by being excited by either or both of excitation light in the range of wavelength 400 nm or more and 500 nm or less, or light emission of wavelength 500 nm or more and 580 nm or less from the said organic light-emitting material (a). An organic light emitting material (b) exhibiting light emission observed in a region of 750 nm or less, and a layer containing a binder resin

The color conversion sheet according to the present invention is characterized in that the binder resin contained in the layer (A) and the binder resin contained in the layer (B) are different in the present invention.

Moreover, in the said color conversion sheet which concerns on this invention, the peak wavelength of the light emission of the said organic light emitting material (a) is 500 nm or more and 550 nm or less, and the peak wavelength of the light emission of the said organic light emitting material (b) is 580 nm or more and 680 nm. It is characterized by the following.

In addition, the color conversion sheet according to the present invention, in the above-mentioned invention, the (A) layer binder resin and the (B) layer binder resin solubility parameter of the SP value of each SP _A (cal / cm of included in included in the ³⁾ when a ^.5 and ^{_{SP B (cal / cm 3)}} 0 .5, characterized in that the SP _a ≤SP _B.

In addition, the color conversion sheet according to the present invention, in the above-mentioned invention, when the SP value is a solubility parameter of the binder resin contained in the (B) layer _B to the SP (cal / cm ^{3) 0 .5,} SP ≥ _B It is characterized in that 10.0.

The content of the organic light emitting material (b) in the content w _a and the (B) layer of an organic light emitting material (a) in the above (A) layer of the color conversion sheet according to the invention, the invention w _b is characterized by _a relationship of w ≥w _b.

In the color conversion sheet according to the present invention, at least one of the organic light emitting material (a) and the organic light emitting material (b) is a compound represented by the general formula (1).

(X is CR ⁷ or N. R ¹ to R ⁹ may be the same as or different from each other, and each hydrogen, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.)

The color conversion sheet according to the present invention is further characterized in that the organic light emitting material (a) and the organic light emitting material (b) are compounds represented by the general formula (1).

Moreover, in the said color conversion sheet which concerns on this invention, the said (A) layer is the excitation light of the range of 400 nm or more and 500 nm or less in the said invention, or the wavelength of 500 nm or more and 580 nm or less from the said organic light emitting material (a). The organic light emitting material (c) further exhibits light emission observed in a region where the peak wavelength is 580 nm or more and 750 nm or less by being excited by either or both of light emission.

The content of the organic light emitting material (c) in the above (A) content is w _a and the (A) of the organic light emitting material (a) in the floor layer in the color conversion sheet according to the invention, the invention w _c is characterized by _a relationship of w ≥w _c.

Moreover, the color conversion sheet which concerns on this invention is characterized in that the said organic light emitting material (c) is a compound represented by General formula (1) in the said invention.

(X is CR ⁷ or N. R ¹ to R ⁹ may be the same as or different from each other, and each hydrogen, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.)

Moreover, the color conversion sheet which concerns on this invention is organic in which the said (B) layer shows light emission observed in the area | region which peak wavelength is 500 nm or more and 580 nm or less by using excitation light of the range of 400 nm or more and 500 nm or less in the said invention. A light emitting material (d) is further contained.

Moreover, the color conversion sheet which concerns on this invention is characterized in that the said organic light emitting material (d) is a compound represented by General formula (1) in the said invention.

(X is CR ⁷ or N. R ¹ to R ⁹ may be the same as or different from each other, and each hydrogen, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.)

Moreover, in the said invention, in the said invention, the color conversion sheet which concerns on this invention is characterized by X being CR <^7> and R <^7> being group represented by General formula (2).

(r is hydrogen, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group , Halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, boryl group, phosphine oxide group k is selected from 1 to 3 Integer k. When k is 2 or more, r may be the same or different.)

In addition, in the said invention, in the said invention, the color conversion sheet which concerns on this invention may be same or different, respectively, and R <^1> , R <^3> , R <^4> and R <^6> are substituted or unsubstituted phenyl groups. It is characterized by.

Further, in the present invention the invention, color conversion sheet, according to the above general formula (1) and R ^1, R ^3, R ⁴ and R ⁶ a may be the same or respectively different in, unsubstituted alkyl substituted or unsubstituted It is characterized by.

Moreover, the color conversion sheet which concerns on this invention has a light extraction layer between the said (A) layer and said (B) layer in the said invention, It is characterized by the above-mentioned.

Moreover, the light source unit which concerns on this invention is equipped with a light source, and the color conversion sheet in any one of said invention. It is characterized by the above-mentioned.

In the light source unit according to the present invention, the light source and the (A) layer and (B) layer included in the color conversion sheet in the invention are the light source, the (A) layer, and the ( It is characterized by the arrangement arrange | positioned in order of B) layers.

(A) layer: The layer containing the organic light emitting material (a) which shows light emission observed in the region whose peak wavelength is 500 nm or more and 580 nm or less by using excitation light of the range of 400 nm or more and 500 nm or less, and binder resin.

(B) layer: The peak wavelength is 580 nm or more by being excited by either or both of excitation light in the range of wavelength 400 nm or more and 500 nm or less, or light emission of wavelength 500 nm or more and 580 nm or less from the said organic light-emitting material (a). An organic light emitting material (b) exhibiting light emission observed in a region of 750 nm or less, and a layer containing a binder resin

The light source unit according to the present invention is further characterized in that the light source is a light emitting diode having maximum light emission in a range of 400 nm to 500 nm.

Moreover, the display which concerns on this invention is equipped with the light source unit in any one of the said invention, It is characterized by the above-mentioned.

Moreover, the illuminating device which concerns on this invention is equipped with the light source unit in any one of the said invention, It is characterized by the above-mentioned.

Since the color conversion sheet which concerns on this invention is compatible with the light emission of high color purity and a wide color gamut, it has the effect that it becomes possible to achieve high color reproducibility. Since the light source unit, the display, and the illumination device according to the present invention use such a color conversion sheet, it has an effect that it is possible to achieve high color reproducibility.

1: is a schematic cross section which shows an example of the color conversion sheet which concerns on embodiment of this invention.
2 is a schematic sectional view illustrating another example of the color conversion sheet according to the embodiment of the present invention.
FIG. 3: is a schematic cross section which shows an example which applied the light extraction layer to the color conversion sheet which concerns on embodiment of this invention.
4 is a schematic sectional view illustrating an example in which a barrier layer is applied to the color conversion sheet according to the embodiment of the present invention.
FIG. 5: is a schematic cross section which shows the other example which applied the barrier layer to the color conversion sheet which concerns on embodiment of this invention.
6 is a diagram illustrating an absorption spectrum of the compound of Synthesis Example 1 in the example of the present invention.
7 is a diagram illustrating an emission spectrum of the compound of Synthesis Example 1 in Example of the present invention.
8 is a diagram illustrating an absorption spectrum of the compound of Synthesis Example 2 in the example of the present invention.
9 is a diagram illustrating an emission spectrum of the compound of Synthesis Example 2 in the example of the present invention.
10 is a diagram illustrating the emission spectrum of the color conversion sheet in Example 1 of the present invention.

EMBODIMENT OF THE INVENTION Hereinafter, although the preferred embodiment of the color conversion sheet which concerns on this invention, the light source unit containing it, a display, and a lighting apparatus is demonstrated concretely, this invention is not limited to the following embodiment, It variously according to an objective and a use It can be changed.

<Color conversion sheet>

The color conversion sheet which concerns on embodiment of this invention is a color conversion sheet which converts incident light from light emitters, such as a light source, into light whose wavelength is longer than the incident light, and contains at least the following (A) layer and (B) layer. The layer (A) is a layer containing at least an organic light emitting material (a) and a binder resin. The organic light emitting material (a) is an organic light emitting material that exhibits light emission observed in a region having a peak wavelength of 500 nm or more and 580 nm or less by using excitation light having a wavelength of 400 nm or more and 500 nm or less. The layer (B) is a layer containing at least an organic light emitting material (b) and a binder resin. The organic light emitting material (b) is excited by any or both of excitation light in the range of 400 nm to 500 nm or light emission from the organic light emitting material (a), thereby emitting light emitted in a region having a peak wavelength of 580 nm to 750 nm. It is a light emitting material of the organic substance shown.

The peak wavelength of light emission of an organic light emitting material (for example, the organic light emitting material (a), the organic light emitting material (b), etc.) can be confirmed by fluorescence spectrum measurement of the solution. Although the solvent used for this fluorescence spectrum measurement is not specifically limited, Solvents, such as toluene, dichloromethane, and tetrahydrofuran, can be used suitably. As long as there is no problem in the solubility of the organic light emitting material, it is more preferable to use toluene as this solvent.

Thereafter, light emission observed in a region where the peak wavelength is 500 nm or more and 580 nm or less is referred to as "green light emission". The light emission observed in the region whose peak wavelength is 580 nm or more and 750 nm or less is called "red light emission."

In general, the higher the energy, the more the excitation light is likely to cause decomposition of the material. However, the excitation light of the wavelength of 400 nm or more and 500 nm or less is a thing of comparatively small excitation energy. For this reason, no decomposition | disassembly of the light emitting material in a color conversion composition occurs, and light emission with favorable color purity is obtained.

Since a part of excitation light of the wavelength of 400 nm or more and 500 nm or less passes partly through the color conversion sheet which concerns on embodiment of this invention, it can use itself as blue light emission. Furthermore, the color conversion sheet which concerns on embodiment of this invention contains the organic light emitting material (a) which shows green light emission, and the organic light emitting material (b) which shows red light emission. Therefore, when the color conversion sheet according to the embodiment of the present invention is applied to a blue LED light source having a sharp emission peak, sharp light emission spectra can be obtained in each of blue, green, and red colors, and white light having high color purity can be obtained. . As a result, especially in a display, a color is more vivid and a larger color gamut can be efficiently made. In addition, in the lighting use, since the light emission characteristic of a green region and a red region is improved especially compared with the white LED which combined the blue LED and yellow fluorescent substance which are currently mainstream, the preferable white light source which improved color rendering property can be obtained.

In order to enlarge a color gamut and to improve color reproducibility, it is preferable that the overlap of the emission spectrum of each color of blue, green, and red is small.

For example, when blue light having a wavelength of 400 nm or more and 500 nm or less having suitable excitation energy is used as excitation light, light emission observed in a region having a peak wavelength of 500 nm or more is used as green light emission. In this case, since the overlap of the emission spectrum of an excitation light and green light becomes small and color reproducibility improves, it is preferable. In order to make the effect larger, the lower limit of the peak wavelength of the organic light emitting material (a) is more preferably 510 nm or more, still more preferably 515 nm or more, and particularly preferably 520 nm or more.

In addition, in order to reduce the overlap of the emission spectrum of excitation light and red light, it is preferable to use the light emission observed in the area | region whose peak wavelength is 580 nm or less as green light emission. In order to make the effect larger, the upper limit of the peak wavelength of the organic light emitting material (a) is more preferably 550 nm or less, still more preferably 540 nm or less, particularly preferably 530 nm or less.

In addition, when using the light emission observed in the area | region whose peak wavelength is 500 nm or more and 580 nm or less as green light emission, the light emission observed in the area | region whose peak wavelength is 580 nm or more is used as red light emission. In this case, since the overlap of the emission spectrum of green light and red light becomes small and color reproducibility improves, it is preferable. In order to make the effect larger, the lower limit of the peak wavelength of the organic light emitting material (b) is more preferably 620 nm or more, still more preferably 630 nm or more, and particularly preferably 635 nm or more.

Although the upper limit of the peak wavelength of red light should just be 750 nm or less which is near the upper limit of a visible region, when it is 700 nm or less, since visibility is large, it is more preferable. In order to make the effect larger, the upper limit of the peak wavelength of the organic light emitting material (b) is more preferably 680 nm or less, particularly preferably 660 nm or less.

That is, when using blue light in the range of wavelength 400 nm or more and 500 nm or less as excitation light, it is preferable that the peak wavelength of green light is observed in the area | region of 500 nm or more and 580 nm or less, It is more preferable that it is 510 nm or more and 550 nm or less, It is 515 nm or more and 540 nm or less It is more preferable, and it is especially preferable that they are 520 nm or more and 530 nm or less. In addition, the peak wavelength of red light is preferably observed in an area of 580 nm or more and 750 nm or less, more preferably 620 nm or more and 700 nm or less, still more preferably 630 nm or more and 680 nm or less, and particularly preferably 635 nm or more and 660 nm or less.

In order to reduce the overlap of the emission spectrum and to improve color reproducibility, it is preferable that the half value width of the emission spectrum of each color of blue, green and red is small. In particular, the small half width of the emission spectrum of green light and red light is effective for improving color reproducibility.

For example, as a half value width of the emission spectrum of green light, it is preferable that it is 50 nm or less, It is more preferable that it is 40 nm or less, It is further more preferable that it is 35 nm or less, It is especially preferable that it is 30 nm or less. As half value width of the emission spectrum of red light, it is preferable that it is 80 nm or less, It is more preferable that it is 70 nm or less, It is further more preferable that it is 60 nm or less, It is especially preferable that it is 50 nm or less.

The shape of the emission spectrum is not particularly limited, but is preferably a single peak from the point that the excitation energy can be efficiently used and the color purity is also high. Here, a single peak means the state in which there is no peak which has the intensity | strength of 5% or more of the intensity | strength with respect to the peak with the strongest intensity in a certain wavelength range.

As described above, the color conversion sheet according to the embodiment of the present invention includes at least two layers of (A) layer containing the organic light emitting material (a) and (B) layer containing the organic light emitting material (b). It has a color conversion layer. Since the organic light emitting material (a) and the organic light emitting material (b) are contained in different layers, the interaction between the materials is suppressed, so that the organic light emitting material (a) and the organic light emitting material (b) exhibit light emission with higher color purity than when dispersed in the same layer. In addition, since the interaction between the materials of the organic light emitting material (a) and the organic light emitting material (b) is suppressed, the organic light emitting material (a) and the organic light emitting material (b) emit light independently in each layer, so that green and Adjustment of the peak wavelength and emission intensity of red light emission becomes easy.

That is, in the color conversion sheet according to the embodiment of the present invention, blue, green, and red without deteriorating the characteristics of organic light emitting materials such as organic light emitting material (a) and organic light emitting material (b) exhibiting high color purity light emission. It is possible to design the peak wavelength and the luminous intensity of the optimal light emission of each light. Thereby, it becomes possible to obtain white light with high color purity.

In the color conversion sheet which concerns on embodiment of this invention, at least 1 type should be contained in each layer of (A) layer and (B) layer, respectively, and may be included 2 or more types. By mixing a plurality of types of organic light emitting materials in at least one of the layers (A) and (B), fine adjustment of the peak wavelength and the light emission intensity of light emission is possible for each of the blue, green, and red lights.

As a mixing example of a some kind of organic light emitting material, for example, (A) layer may contain the organic light emitting material (a ') different from this in addition to the above-mentioned organic light emitting material (a). The organic light emitting material (a ') exhibits light emission observed in a region having a peak wavelength of 500 nm or more and 580 nm or less by using excitation light having a wavelength of 400 nm or more and 500 nm or less. The layer (B) may contain a different kind of organic light emitting material (b ') from the organic light emitting material (b) described above. The organic light emitting material b 'is observed in an area having a peak wavelength of 580 nm or more and 750 nm by being excited by either or both of excitation light having a wavelength of 400 nm or more and 500 nm or less or light emission from the organic light emitting material (a). Light emission.

In addition to the above-mentioned organic light emitting material (a), the layer (A) preferably further contains a different kind of organic light emitting material (c). The organic luminescent material (c) is excited by any or both of excitation light in the range of 400 nm to 500 nm or light emission from the organic luminescent material (a), so that light emission observed in a region having a peak wavelength of 580 nm or more and 750 nm or less It represents. In addition to the organic light emitting material (b) described above, the layer (B) preferably further contains a different kind of organic light emitting material (d) from this. The organic light emitting material (d) represents light emission observed in a region having a peak wavelength of 500 nm or more and 580 nm or less by using excitation light having a wavelength of 400 nm or more and 500 nm or less.

In the color conversion sheet which concerns on embodiment of this invention, two or more layers (A) layer may be contained, respectively. In that case, the composition and the form in each layer of several (A) layer may be same or different, respectively. Similarly, the composition and the form in each layer of some (B) layer may be same or different, respectively.

As a typical structural example of the color conversion sheet which concerns on embodiment of this invention, what is shown below is mentioned, for example. 1: is a schematic cross section which shows an example of the color conversion sheet which concerns on embodiment of this invention. As shown in FIG. 1, the color conversion sheet 1 which is an example of this embodiment is a laminated body of the base material layer 10, (A) layer 11, and (B) layer 12. As shown in FIG. In the structural example of this color conversion sheet 1, the laminated body of (A) layer 11 and (B) layer 12 is the (A) layer 11 and (B) on the base material layer 10 The layers 12 are stacked in this order. That is, the color conversion sheet 1 is equipped with the base material layer 10, and on this base material layer 10, the (A) layer 11 and (B) of laminated structure of (B) layer / (A) layer. ) Layer 12 is contained.

2 is a schematic sectional view illustrating another example of the color conversion sheet according to the embodiment of the present invention. As shown in FIG. 2, the color conversion sheet 1a which is another example of the present embodiment has a structure in which the (A) layer 11 and the (B) layer 12 are sandwiched by a plurality of base material layers 10. It is a laminated body. In the structural example of this color conversion sheet 1a, the laminated body of (A) layer 11 and (B) layer 12 is the (A) layer 11 and (B) on the base material layer 10 It is laminated | stacked in order of the layer 12, and one base material layer 10 is further laminated | stacked on this (B) layer 12. That is, the color conversion sheet 1a is provided with the some base material layer 10, and is sandwiched between these some base material layers 10, Comprising: The (A) layer / (A) layer of laminated structure (A) ) Layer 11 and (B) layer 12.

Moreover, as a structural example of the color conversion sheet which concerns on embodiment of this invention, besides the structural example illustrated in FIGS. 1 and 2, for example, (B) layer / (A) layer / (A) layer, (B) layer / Like (B) layer / (A) layer, (B) layer / (B) layer / (A) layer / (A) layer, (A) layer 11 and (B) layer 12 are continuous The structure is also mentioned.

In addition, these are illustrations and the specific structure of the color conversion sheet which concerns on embodiment of this invention is not limited to these, The structure which added suitably by the matter derived from the following description is also included in the scope of the present invention.

<Color conversion layer>

In the color conversion sheet which concerns on embodiment of this invention, a color conversion layer is a layer containing a color conversion composition or its hardened | cured material. In addition, a color conversion composition is a composition containing at least an organic light emitting material and binder resin. Layers (A) and (B) are examples of color conversion layers.

Although the thickness of a color conversion layer does not have a restriction | limiting in particular, It is preferable that it is 1 micrometer-1000 micrometers, and it is more preferable that it is 10 micrometers-1000 micrometers. If the thickness of the color conversion layer is less than 1 µm, there is a problem that the toughness of the color conversion sheet is reduced. When the thickness of the color conversion layer exceeds 1000 µm, cracks tend to occur, and color conversion sheet molding is difficult. As thickness of a color conversion layer, More preferably, they are 5 micrometers-100 micrometers, More preferably, they are 10 micrometers-100 micrometers, Especially preferably, they are 15 micrometers-100 micrometers.

The film thickness (thickness of a layer) in this invention is a film thickness (average film | membrane) measured based on the measuring method A method of the thickness by the mechanical scan in JISK7130 (1999) plastic film and sheet-thickness measuring method. Thickness).

(Organic Light Emitting Material)

The color conversion sheet which concerns on embodiment of this invention contains an organic light emitting material in (A) layer and (B) layer. Here, the light emitting material in the present invention refers to a material that emits light of a wavelength different from that light when certain light is irradiated. The organic light emitting material is a light emitting material of an organic material.

In order to achieve highly efficient color conversion, it is preferable that the light emitting material is a material exhibiting high light emission characteristics with high light emission quantum yield. In general, known light emitting materials such as inorganic phosphors, fluorescent pigments, fluorescent dyes, and quantum dots can be cited as the light emitting materials. Organic light emitting materials are preferred from the viewpoint of uniformity of dispersion, reduction of the amount of use, and reduction of environmental load. Do.

As an organic light emitting material, what is shown below is mentioned. For example, a compound having a condensed aryl ring such as naphthalene, anthracene, phenanthrene, pyrene, chrysene, naphthacene, triphenylene, perylene, fluoranthene, fluorene, indene, derivatives thereof, and the like are suitable organic compounds. It is mentioned as a light emitting material. Furan, pyrrole, thiophene, silol, 9-sila fluorene, 9,9'-spirobisilafluorene, benzothiophene, benzofuran, indole, dibenzothiophene, dibenzofuran, imidazopyridine, Examples of suitable organic light emitting materials include compounds having a heteroaryl ring such as phenanthroline, pyridine, pyrazine, naphthyridine, quinoxaline and pyrrolopyridine, derivatives thereof, and borane derivatives.

Furthermore, 1,4-distyrylbenzene, 4,4'-bis (2- (4-diphenylaminophenyl) ethenyl) biphenyl, 4,4'-bis (N- (stilben-4-yl) Stilbene derivatives such as -N-phenylamino) stilbene, aromatic acetylene derivatives, tetraphenylbutadiene derivatives, aldazine derivatives, pyrromethene derivatives, diketopyrrolo [3,4-c] pyrrole derivatives, and the like. It can be mentioned as. Moreover, coumarin derivatives, such as coumarin 6, coumarin 7, coumarin 153, azole derivatives, such as imidazole, thiazole, thiadiazole, carbazole, oxazole, oxadiazole, and triazole, and its metal complex, indocyanine green Cyanine compounds, such as fluorescein, eosin, and rhodamine, xanthene type compounds, a thioxanthene type compound, etc. are mentioned as a suitable organic light emitting material.

Further, polyphenylene compounds, naphthalimide derivatives, phthalocyanine derivatives and metal complexes thereof, porphyrin derivatives and metal complexes thereof, oxazine compounds such as nile red or nile blue, helicene compounds, N, N'-diphenyl- Aromatic amine derivatives, such as N, N'-di (3-methylphenyl) -4,4'-diphenyl-1,1'- diamine, etc. are mentioned as a suitable organic light emitting material. In addition, organometallic complex compounds such as iridium (Ir), ruthenium (Ru), rhodium (Rh), palladium (Pd), platinum (Pt), osmium (Os), and rhenium (Re) may be used as suitable organic light emitting materials. Can be mentioned. However, the organic light emitting material in the present invention is not limited to the above.

The organic light emitting material may be a fluorescent light emitting material or a phosphorescent light emitting material, but in order to achieve high color purity, a fluorescent light emitting material is preferable. Among these, the compound which has a condensed aryl ring, or its derivative (s) is preferable at the point which is high in thermal stability and light stability.

Moreover, as an organic light emitting material, the compound which has a coordination bond is preferable from a viewpoint of solubility and the diversity of molecular structure. Since a half value width is small and high efficiency light emission is possible, the compound containing boron, such as a boron fluoride complex, is also preferable.

For example, examples of the organic light emitting material (a) include coumarin derivatives such as coumarin 6, coumarin 7, coumarin 153, cyanine derivatives such as indocyanine green, fluorescein, fluorescein isothiocyanate, and carboxyfluorescedi. Fluorescein derivatives such as acetates, phthalocyanine derivatives such as phthalocyanine green, perylene derivatives such as diisobutyl-4,10-dicyanoperylene-3,9-dicarboxylate, and other pyrromethene derivatives and stilbenes Compounds having a condensed aryl ring such as derivatives, oxazine derivatives, naphthalimide derivatives, pyrazine derivatives, benzimidazole derivatives, benzoxazole derivatives, benzothiazole derivatives, imidazopyridine derivatives, azole derivatives, anthracene, and derivatives thereof , Aromatic amine derivatives, organometallic complex compounds and the like can be cited as suitable ones. However, the organic light emitting material (a) is not particularly limited to these.

Among these compounds, pyrromethene derivatives are particularly suitable compounds because they give high luminescence quantum yield and have good durability. As a pyrromethene derivative, the compound represented, for example by General formula (1) mentioned later is preferable at the point which shows the light emission with high color purity.

As an organic light emitting material (a '), although the same light emitting material as an organic light emitting material (a) is mentioned as a suitable thing, the compound represented by General formula (1) mentioned later is especially preferable. As an organic light emitting material (d), although the same light emitting material as an organic light emitting material (a) is mentioned as a suitable thing, the compound represented by General formula (1) mentioned later is especially preferable.

In the color conversion sheet according to the embodiment of the present invention, when the organic light emitting material (a) and the organic light emitting material (d) are included, these organic light emitting material (a) and the organic light emitting material (d) are all described later. It is preferable that it is a compound represented by Formula (1). In that case, although the same compound or another compound may be sufficient as an organic light emitting material (a) and an organic light emitting material (d), it is more preferable that it is the same compound from a viewpoint of cost.

Examples of the organic light emitting material (b) include cyanine derivatives such as 4-dicyanomethylene-2-methyl-6- (p-dimethylaminostyryl) -4H-pyran, rhodamine B, rhodamine 6G, rhodamine 101, alcohol Rhodamine derivatives, such as porhodamine 101, Pyridine derivatives, such as 1-ethyl- 2- (4- (p-dimethylaminophenyl) -1, 3- butadienyl) -pyridinium- perchlorate, N, N'-bis Perylene derivatives such as (2,6-diisopropylphenyl) -1,6,7,12-tetraphenoxyperylene-3,4: 9,10-bisdicarbodiimide, other porphyrin derivatives, fatigue The compound which has condensed aryl rings, such as a metene derivative, an oxazine derivative, a pyrazine derivative, naphthacene, and a dibenzodiindeno perylene, its derivatives, an organometallic complex compound, etc. are mentioned as a suitable thing. However, the organic light emitting material (b) is not particularly limited thereto.

Among these compounds, pyrromethene derivatives are particularly suitable compounds because they give high luminescence quantum yield and have good durability. As a pyrromethene derivative, the compound represented, for example by General formula (1) mentioned later is preferable at the point which shows the light emission with high color purity.

As an organic light emitting material (b '), although the same light emitting material as an organic light emitting material (b) is mentioned as a suitable thing, the compound represented by General formula (1) mentioned later is especially preferable. As an organic light emitting material (c), although the same light emitting material as an organic light emitting material (b) is mentioned as a suitable thing, the compound represented by General formula (1) mentioned later is especially preferable.

When the organic light emitting material (b) and the organic light emitting material (c) are included in the color conversion sheet according to the embodiment of the present invention, all of the organic light emitting material (b) and the organic light emitting material (c) will be described later. It is preferable that it is a compound represented by (1). In that case, although the same compound or another compound may be sufficient as an organic light emitting material (b) and an organic light emitting material (c), it is more preferable that it is the same compound from a cost viewpoint.

(Compound represented by General Formula (1))

In the color conversion sheet which concerns on embodiment of this invention, it is preferable that at least one of an organic light emitting material (a) and an organic light emitting material (b) is a compound represented by following General formula (1).

In General formula (1), X is CR <^7> or N. R ¹ to R ⁹ may be the same as or different from each other, and each hydrogen, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, alkylthio group, arylether group and aryl Thioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, boryl group, phosphine oxide group, and It is selected from the condensed ring and aliphatic ring formed between adjacent substituents.

Deuterium may be sufficient as hydrogen in all the said groups. This is the same also in the compound or its partial structure demonstrated below. In the following description, for example, a substituted or unsubstituted aryl group having 6 to 40 carbon atoms is an aryl group having 6 to 40 carbon atoms including the carbon number contained in a substituent substituted with an aryl group. The other substituent which defines carbon number is the same as this.

In addition, in all the said groups, when substituted, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, an alkylthio group, an arylether group, Arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, boryl group, phosphine oxide group are preferable Furthermore, the specific substituent mentioned in the description of each substituent is preferable. In addition, these substituents may further be substituted by the above-mentioned substituent.

"Unsubstituted" in the case of "substituted or unsubstituted" means that a hydrogen atom or a deuterium atom is substituted. In the compound described below or its partial structure, the case where it is called "substituted or unsubstituted" is also the same as the above.

Alkyl group among all said groups represents saturated aliphatic hydrocarbon groups, such as a methyl group, an ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, and tert- butyl group, for example, even if it has a substituent You do not have to have it. There is no restriction | limiting in particular in the further substituent in the case of substitution, For example, an alkyl group, a halogen, an aryl group, heteroaryl group, etc. are mentioned, This point is common also to the following description. Moreover, although carbon number of an alkyl group is not specifically limited, From a viewpoint of the ease of acquisition and cost, Preferably it is 1 or more and 20 or less, More preferably, it is the range of 1 or more and 8 or less.

A cycloalkyl group shows saturated alicyclic hydrocarbon groups, such as a cyclopropyl group, a cyclohexyl group, a norbornyl group, and an adamantyl group, for example, and it does not need to have a substituent. Although carbon number of an alkyl group part is not specifically limited, Preferably it is the range of 3-20.

A heterocyclic group shows the aliphatic ring which has atoms other than carbon, such as a pyran ring, a piperidine ring, a cyclic amide, in a ring, for example, and it does not need to have a substituent. Although carbon number of a heterocyclic group is not specifically limited, Preferably it is the range of 2-20.

An alkenyl group represents the unsaturated aliphatic hydrocarbon group containing double bonds, such as a vinyl group, an allyl group, and butadienyl group, for example, and it does not need to have a substituent. Although carbon number of an alkenyl group is not specifically limited, Preferably it is the range of 2-20.

A cycloalkenyl group represents an unsaturated alicyclic hydrocarbon group containing double bonds, such as a cyclopentenyl group, a cyclopentadienyl group, and a cyclohexenyl group, for example, and it does not need to have a substituent.

An alkynyl group represents the unsaturated aliphatic hydrocarbon group containing triple bonds, such as an ethynyl group, for example, and it does not need to have a substituent. Although carbon number of an alkynyl group is not specifically limited, Preferably it is the range of 2-20.

An alkoxy group represents the functional group which the aliphatic hydrocarbon group couple | bonded via ether bonds, such as a methoxy group, an ethoxy group, a propoxy group, for example, and this aliphatic hydrocarbon group does not need to have a substituent. Although carbon number of an alkoxy group is not specifically limited, Preferably it is the range of 1-20.

In the alkylthio group, an oxygen atom of an ether bond of an alkoxy group is substituted with a sulfur atom. The hydrocarbon group of the alkylthio group does not need to have a substituent, either. Although carbon number of an alkylthio group is not specifically limited, Preferably it is the range of 1-20.

An arylether group shows the functional group which the aromatic hydrocarbon group couple | bonded through the ether bond, such as a phenoxy group, for example, Even if an aromatic hydrocarbon group has a substituent, it is not necessary to have it. Although carbon number of an arylether group is not specifically limited, Preferably it is the range of 6-40.

An arylthio ether group is obtained by replacing an oxygen atom of an ether bond of an arylether group with a sulfur atom. Even if the aromatic hydrocarbon group in an arylthio ether group has a substituent, it is not necessary to have it. Although carbon number of an arylthio ether group is not specifically limited, Preferably it is the range of 6-40.

An aryl group is, for example, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthryl group, an anthracenyl group, a benzophenanthryl group, a benzoanthracenyl group, Aromatic hydrocarbon groups, such as a crysenyl group, a pyrenyl group, a fluoranthenyl group, a triphenylenyl group, a benzofluorantheneyl group, a dibenzoanthracenyl group, a perrylenyl group, and a helizenyl group, are shown. Especially, a phenyl group, a biphenyl group, terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, anthracenyl group, a pyrenyl group, a fluoranthenyl group, and a triphenylenyl group are preferable. Even if the aryl group has a substituent, it is not necessary to have it. Although carbon number of an aryl group is not specifically limited, Preferably it is 6 or more and 40 or less, More preferably, it is the range of 6 or more and 30 or less.

When R ¹ to R ⁹ are a substituted or unsubstituted aryl group, the aryl group is preferably a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, an anthracenyl group, and a phenyl group, a biphenyl group, or a tertiary group. A phenyl group and a naphthyl group are more preferable. More preferably, they are a phenyl group, a biphenyl group, and a terphenyl group, and a phenyl group is especially preferable.

When each substituent is further substituted by an aryl group, as an aryl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, and an anthracenyl group are preferable, and a phenyl group, biphenyl group, terphenyl group, naphthyl Group is more preferable. Especially preferably, it is a phenyl group.

The heteroaryl group is, for example, pyridyl group, furanyl group, thienyl group, quinolinyl group, isoquinolinyl group, pyrazinyl group, pyrimidyl group, pyridazinyl group, triazinyl group, naphthyridinyl group, cinnaolinyl group, Phthalazinyl group, quinoxalinyl group, quinazolinyl group, benzofuranyl group, benzothienyl group, indolyl group, dibenzofuranyl group, dibenzothienyl group, carbazolyl group, benzocarbazolyl group, carbolinyl group, indole Locarbazolyl group, benzofurocarbazolyl group, benzothienocarbazolyl group, dihydroindenocarbazolyl group, benzoquinolinyl group, acridinyl group, dibenzoacridinyl group, benzoimidazolyl group And cyclic aromatic groups having one or a plurality of rings other than carbon, such as an imidazopyridyl group, a benzooxazolyl group, a benzothiazolyl group and a phenanthrolinyl group. However, a naphthyridinyl group is 1, 5- naphthyridinyl group, 1, 6- naphthyridinyl group, 1, 7- naphthyridinyl group, 1, 8- naphthyridinyl group, 2, 6- naphthyridinyl group, 2, 7 -Represents any of naphthyridinyl groups. Even if the heteroaryl group has a substituent, it is not necessary to have it. Although carbon number of a heteroaryl group is not specifically limited, Preferably it is 2 or more and 40 or less, More preferably, it is the range of 2 or more and 30 or less.

When R ¹ to R ⁹ are a substituted or unsubstituted heteroaryl group, examples of the heteroaryl group include a pyridyl group, furanyl group, thienyl group, quinolinyl group, pyrimidyl group, triazinyl group, benzofuranyl group, benzothienyl group, Indolyl group, dibenzofuranyl group, dibenzothienyl group, carbazolyl group, benzoimidazolyl group, imidazopyridyl group, benzooxazolyl group, benzothiazolyl group and phenanthrolinyl group are preferable, and pyridyl group and fura More preferred are a silyl group, thienyl group, and quinolinyl group. Especially preferably, it is a pyridyl group.

When each substituent is further substituted with a heteroaryl group, as a heteroaryl group, a pyridyl group, furanyl group, thienyl group, quinolinyl group, pyrimidyl group, triazinyl group, benzofuranyl group, benzothienyl group, indolyl group, di Benzofuranyl group, dibenzothienyl group, carbazolyl group, benzoimidazolyl group, imidazopyridyl group, benzoxazolyl group, benzothiazolyl group, phenanthrolinyl group are preferable, and pyridyl group, furanyl group, thienyl group And quinolinyl group are more preferable. Especially preferably, it is a pyridyl group.

Halogen represents an atom selected from fluorine, chlorine, bromine and iodine. Moreover, even if it has a substituent, a carbonyl group, a carboxyl group, an oxycarbonyl group, and a carbamoyl group do not need to have it. Here, as a substituent, an alkyl group, a cycloalkyl group, an aryl group, heteroaryl group, etc. are mentioned, for example, These substituents may further be substituted.

An amino group is a substituted or unsubstituted amino group. As a substituent in the case of substitution, an aryl group, a heteroaryl group, a linear alkyl group, a branched alkyl group etc. are mentioned, for example. As an aryl group and heteroaryl group, a phenyl group, a naphthyl group, a pyridyl group, and a quinolinyl group are preferable. These substituents may further be substituted. Although carbon number is not specifically limited, Preferably it is 2 or more and 50 or less, More preferably, it is 6 or more and 40 or less, Especially preferably, it is the range of 6 or more and 30 or less.

The silyl group is, for example, alkylsilyl groups such as trimethylsilyl group, triethylsilyl group, tert-butyldimethylsilyl group, propyldimethylsilyl group, vinyldimethylsilyl group, phenyldimethylsilyl group, tert-butyldiphenylsilyl group, Aryl silyl groups, such as a triphenyl silyl group and a trinaphthyl silyl group, are shown. The substituent on the silicon may be further substituted. Although carbon number of a silyl group is not specifically limited, Preferably it is the range of 1-30.

A siloxanyl group represents the silicon compound group through ether bonds, such as a trimethyl siloxanyl group, for example. The substituent on the silicon may be further substituted. In addition, a boryl group is a substituted or unsubstituted boryl group. As a substituent in the case of substitution, an aryl group, heteroaryl group, a linear alkyl group, a branched alkyl group, an arylether group, an alkoxy group, a hydroxyl group etc. are mentioned, for example. Especially, an aryl group and an aryl ether group are preferable. In addition, a phosphine oxide group is group represented by -P (= O) R <^10> R <^11> . R ¹⁰ R ¹¹ is selected from the same group as R ¹ to R ⁹ .

As a condensed ring and aliphatic ring formed between adjacent substituents, arbitrary adjacent two substituents (for example, R <^1> and R <^2> of General formula (1)) couple | bonded with each other, and the conjugated or nonconjugated cyclic skeleton is formed. It is said to form. As a constituent element of such a condensed ring and an aliphatic ring, in addition to carbon, the element chosen from nitrogen, oxygen, sulfur, phosphorus, and silicon may be included. In addition, these condensed rings and aliphatic rings may be further condensed with other rings.

Since the compound represented by General formula (1) shows high luminescence quantum yield and small half value width of an emission spectrum, both efficient color conversion and high color purity can be achieved. In addition, the compound represented by General formula (1) can adjust various characteristics and physical properties, such as luminous efficiency, color purity, thermal stability, light stability, and dispersibility, by introducing an appropriate substituent in a suitable position. For example, when at least one of R ¹ , R ³ , R ^4, and R ⁶ is a substituted or unsubstituted alkyl group or a substituted or unsubstituted group, as compared with the case where R ¹ , R ³ , R ^4, and R ⁶ are all hydrogen In the case of an aryl group, a substituted or unsubstituted heteroaryl group, it shows higher thermal stability and light stability.

When at least one of R ¹ , R ³ , R ⁴ and R ⁶ is a substituted or unsubstituted alkyl group, the alkyl group may be a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, Preferred are alkyl groups having 1 to 6 carbon atoms such as tert-butyl group, pentyl group and hexyl group. Moreover, as this alkyl group, a methyl group, an ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, and tert-butyl group are preferable from a viewpoint of excellent thermal stability. Further, from the viewpoint of preventing concentration quenching and improving luminescence quantum yield, as the alkyl group, a tert-butyl group having a three-dimensional volume is more preferable. Moreover, a methyl group is used preferably as this alkyl group from a viewpoint of the ease of synthesis | combination, and the availability of a raw material.

When at least one of R ¹ , R ³ , R ⁴ and R ⁶ is a substituted or unsubstituted aryl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group is preferable, and more preferably a phenyl group and a biphenyl group to be. Especially preferably, it is a phenyl group.

When at least one of R ¹ , R ³ , R ^4, and R ⁶ is a substituted or unsubstituted heteroaryl group, as the heteroaryl group, a pyridyl group, quinolinyl group, thienyl group is preferable, more preferably a pyridyl group, Quinolinyl group. Especially preferably, it is a pyridyl group.

Each of R ¹ , R ³ , R ^4, and R ⁶ may be the same or different, and in the case of a substituted or unsubstituted alkyl group, the solubility in a binder resin or a solvent is preferable. In this case, as an alkyl group, a methyl group is preferable from a viewpoint of the ease of synthesis | combination and the availability of a raw material.

R ¹ , R ³ , R ^4, and R ⁶ may all be the same or different, and are preferably substituted or unsubstituted aryl groups or substituted or unsubstituted heteroaryl groups because they exhibit higher thermal stability and light stability. Do. In this case, all of R ¹ , R ³ , R ⁴ and R ⁶ may be the same as or different from each other, and more preferably a substituted or unsubstituted aryl group.

Although the substituent which improves some property is also sufficient, the substituent which shows sufficient performance in all is limited. In particular, it is difficult to achieve high luminous efficiency and high color purity. Therefore, by introducing a plurality of kinds of substituents with respect to the compound represented by the general formula (1), it is possible to obtain a compound having a balanced light emission characteristic, color purity and the like.

In particular, when R ¹ , R ³ , R ⁴ and R ⁶ are all the same or different, and each is a substituted or unsubstituted aryl group, for example, R ¹ ≠ R ⁴ , R ³ ≠ R ⁶ , R ¹ ≠ R ³ Or it is preferable to introduce several types of substituents, such as R <^4> R <^6> . Here, "≠" represents the group of another structure. For example, R <^1> R <^4> represents that R <^1> and R <^4> are group of different structures. By introducing plural kinds of substituents as described above, an aryl group that affects color purity and an aryl group that affects luminous efficiency can be introduced at the same time, so that fine adjustment is possible.

Among them, R ¹ ? R ³ or R ⁴ ? R ⁶ is preferable from the viewpoint of improving the luminous efficiency and color purity in a high balance. In this case, with respect to the compound represented by the general formula (1), one or more aryl groups affecting the color purity can be introduced into each of the pyrrole rings on both sides, and an aryl group affecting the luminous efficiency can be introduced at other positions. Therefore, the properties of both of these can be improved to the maximum. In the case where R ¹ ≠ R ³ ≠ R ⁴ or R ^6, in view of improving both of heat resistance and color purity, it is more preferable that R ¹ = R ⁴ and R ³ = R ^6.

As an aryl group which mainly affects color purity, the aryl group substituted by the electron donating group is preferable. An electron donating group is an atomic group which donates an electron to the atomic group substituted by the organic effect or the resonance effect in organic electron theory. As an electron donating group, what takes a negative value as a substituent constant ((sigma) p (para)) of a Hammet rule is mentioned. The substituent constant (σ p (para)) of the Hammet rule can be cited from the fifth edition of the Basic Handbook of Chemical Chemistry (page II-380).

Specific examples of electron donating groups, for example an alkyl group may be mentioned: (σp of -0.66 -NH _2), etc. (σp of methyl groups: -0.17) and (σp of -0.27 methoxy group), an alkoxy group, an amino group. Especially a C1-C8 alkyl group or a C1-C8 alkoxy group is preferable, and a methyl group, an ethyl group, tert- butyl group, and a methoxy group are more preferable. In view of dispersibility, tert-butyl group and methoxy group are particularly preferable, and when these are electron donor groups, quenching due to aggregation of molecules in the compound represented by the general formula (1) can be prevented. Although the substitution position of a substituent is not specifically limited, In order to improve the optical stability of the compound represented by General formula (1), since it is necessary to suppress the twist of a bond, it is a meta position or a para position with respect to a bonding position with a pyrromethene skeleton. It is preferable to bind to. On the other hand, as an aryl group which mainly affects luminous efficiency, the aryl group which has bulky substituents, such as a tert- butyl group, an adamantyl group, and a methoxy group, is preferable.

R ¹ , R ³ , R ^4, and R ⁶ may be the same as or different from each other, and in the case of a substituted or unsubstituted aryl group, R ¹ , R ³ , R ^4, and R ⁶ may be the same as or different from each other, and substituted or unsubstituted. It is preferable that it is a phenyl group. At this time, R ¹ , R ³ , R ⁴ and R ⁶ are more preferably selected from the following Ar-1 to Ar-6, respectively. In this case, as a preferable combination of R <^1> , R <^3> , R <^4> and R <^{6>, although} the combination as shown in Table 1-1-Table 1-11 is mentioned, it is not limited to these.

Table 1-1

TABLE 1-2

Table 1-3

Table 1-4

Table 1-5

Table 1-6

Table 1-7

Table 1-8

Table 1-9

Table 1-10

Table 1-11

R ² and R ⁵ are preferably any of hydrogen, an alkyl group, a carbonyl group, an oxycarbonyl group, and an aryl group. Especially, hydrogen or an alkyl group is preferable from a viewpoint of thermal stability, and hydrogen is more preferable from a viewpoint of obtaining a narrow half value width in an emission spectrum.

R ⁸ and R ⁹ are preferably an alkyl group, an aryl group, a heteroaryl group, a fluorine, a fluorine-containing alkyl group, a fluorine-containing heteroaryl group or a fluorine-containing aryl group. It is more preferable that R <^8> and R <^9> is a fluorine or a fluorine-containing aryl group from the point which is especially stable with respect to excitation light, and a higher emission quantum yield is obtained. In addition, for ease of synthesis, R ⁸ and R ⁹ are further preferably fluorine.

Here, a fluorine-containing aryl group is an aryl group containing fluorine, for example, a fluorophenyl group, a trifluoromethylphenyl group, a pentafluorophenyl group, etc. are mentioned. A fluorine-containing heteroaryl group is a heteroaryl group containing fluorine, for example, a fluoropyridyl group, a trifluoromethylpyridyl group, a trifluoropyridyl group, etc. are mentioned. A fluorine-containing alkyl group is an alkyl group containing fluorine, for example, a trifluoromethyl group, a pentafluoroethyl group, etc. are mentioned.

In General Formula (1), X is preferably CR ⁷ from the viewpoint of optical stability. When X is CR ⁷ , the substituent R ⁷ greatly affects the durability of the compound represented by the general formula (1), that is, the time-dependent decrease in the luminescence intensity of the compound. Specifically, when R ⁷ is hydrogen, since the reactivity of this site | part is high, this site | part and water and oxygen in air will react easily. This causes decomposition of the compound represented by the general formula (1). In addition, when R ⁷ is a substituent having a large degree of freedom of movement of a molecular chain such as, for example, an alkyl group, the reactivity is certainly lowered, but the compounds are aggregated over time in the color conversion sheet, and as a result, the luminescence intensity due to concentration quenching Results in degradation. Therefore, R ⁷ is preferably a group which is rigid and has a low degree of freedom of movement and is hard to cause aggregation, and specifically, any of a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group is preferable.

It is preferable that X is CR ⁷ and R ⁷ is a substituted or unsubstituted aryl group from the viewpoint of imparting higher emission quantum yield, more difficult to thermally decompose, and optical stability. As an aryl group, a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, a fluorenyl group, a phenanthryl group, and anthracenyl group are preferable from a viewpoint of not impairing an emission wavelength.

In addition, in order to improve the light stability of the compound represented by General formula (1), it is necessary to appropriately suppress twisting of the carbon-carbon bond of R <^7> and a pyrromethene skeleton. This is because excessively high twisting decreases optical stability, such as increased responsiveness to excitation light. From this point of view, R ⁷ is preferably a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, and a substituted or unsubstituted phenyl group, substituted or It is more preferable that they are an unsubstituted biphenyl group and a substituted or unsubstituted terphenyl group. Especially preferably, it is a substituted or unsubstituted phenyl group.

In addition, R ⁷ is preferably an appropriately bulky substituent. When R ⁷ has a certain large volume, aggregation of molecules can be prevented, and as a result, the luminous efficiency and durability of the compound represented by the general formula (1) are further improved.

As a more preferable example of such a bulky substituent, the structure of R <^7> represented by following General formula (2) is mentioned.

In general formula (2), r is hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, an alkylthio group, an arylether group, and an arylthioether group , Aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, boryl group, phosphine oxide group . k is an integer of 1-3. When k is 2 or more, r may be same or different, respectively.

From the viewpoint of giving higher emission quantum yield, r is preferably a substituted or unsubstituted aryl group. Among these aryl groups, especially preferred examples of the phenyl group and naphthyl group can be given. When r is an aryl group, it is preferable that k of General formula (2) is 1 or 2, and it is more preferable that it is 2 from a viewpoint which prevents aggregation of a molecule | numerator especially. In addition, when k is two or more, it is preferable that at least one of r is substituted by the alkyl group. As an alkyl group in this case, a methyl group, an ethyl group, and a tert- butyl group are mentioned as a particularly preferable example from a thermal stability viewpoint.

In addition, from the viewpoint of controlling the fluorescence wavelength and the absorption wavelength or increasing the compatibility with the solvent, r is preferably a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group or a halogen, and a methyl group, an ethyl group, Tert-butyl group and a methoxy group are more preferable. In view of dispersibility, tert-butyl group and methoxy group are particularly preferable. r is a tert-butyl group or a methoxy group is more effective about preventing quenching by aggregation of molecules.

Moreover, as another form of the compound represented by General formula (1), it is preferable that at least ^{1 of} R <^1> -R <^7> is an electron withdrawing group. In particular, (1) at least one of R ¹ to R ⁶ is an electron withdrawing group, (2) R ⁷ is an electron withdrawing group, or (3) at least one of R ¹ to R ⁶ is an electron withdrawing group and R ⁷ It is preferable that it is this electron withdrawing group. Thus, by introducing an electron withdrawing group into the pyrromethene skeleton of the compound, the electron density of the pyrromethene skeleton can be significantly reduced. Thereby, the stability to oxygen of the compound is further improved, and as a result, the durability of the compound can be further improved.

An electron withdrawing group is also called an electron accepting group, and is an atomic group which attracts an electron from the atomic group substituted by organic effect or resonance effect in organic electron theory. As an electron withdrawing group, what takes a positive value as a substituent constant ((sigma) p (para)) of a Hammett rule. The substituent constant (σ p (para)) of the Hammet rule can be cited from the fifth edition of the Basic Handbook of Chemical Chemistry (page II-380). In addition, although the phenyl group also takes the above positive values, in this invention, a phenyl group is not contained in an electron withdrawing group.

As examples of electron withdrawing groups, for example, -F (σp: +0.06), -Cl (σp: +0.23), -Br (σp: +0.23), -I (σp: +0.18), -CO ₂ R ¹² (σp: +0.45 when R ¹² is an ethyl group), -CONH ₂ (σp: +0.38), -COR ¹² (σp: +0.49 when R ¹² is a methyl group), -CF ₃ (σp: +0.50), -SO ₂ R ¹² (? P: +0.69 when R ¹² is a methyl group), -NO ₂ (? P: +0.81), and the like. Each R ¹² independently represents a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted carbon atom 1 to 30 An alkyl group, a substituted or unsubstituted cycloalkyl group having 1 to 30 carbon atoms. As a specific example of each of these groups, the same example as the above is mentioned.

Preferred electron withdrawing groups include fluorine, fluorine-containing aryl groups, fluorine-containing heteroaryl groups, fluorine-containing alkyl groups, substituted or unsubstituted acyl groups, substituted or unsubstituted ester groups, substituted or unsubstituted amide groups, substituted or unsubstituted A substituted sulfonyl group or cyano group is mentioned. This is because they are difficult to chemically decompose.

As a more preferable electron withdrawing group, a fluorine-containing alkyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted ester group, or a cyano group is mentioned. This is because these lead to the effect of preventing concentration quenching and improving light emission quantum yield. Particularly preferred electron withdrawing groups are substituted or unsubstituted ester groups.

As the organic light emitting material (a), an organic light-emitting material (a ') and a preferred example a compound represented by the general formula (1) can be suitably used as the organic luminescent material ^{(d), R 1, R} 3, R 4 and R ⁶ are all and each may be the same or different and is a substituted or unsubstituted alkyl group, and X is CR ^7, there is a case where R ⁷ include a group represented by the general formula (2). In this case, R ⁷ is particularly preferably a group represented by General Formula (2) in which r is contained as a substituted or unsubstituted phenyl group.

Further, as the organic light emitting material (b), an organic light emitting material (b ') and an organic light emitting material (c) preferably the general formula (1) it preferred a further one of the compounds represented by the following can be used as, R ^1, R ³ , R ⁴ and R ⁶ may be the same as or different from each other, and are selected from Ar-1 to Ar-6 described above, and X is CR ⁷ and R ⁷ is a group represented by General Formula (2). Can be. In this case, R ⁷ is more preferably a group represented by general formula (2) in which r is contained as a tert-butyl group or a methoxy group, and in particular, a group represented by general formula (2) in which r is included as a methoxy group desirable.

Although an example of the compound represented by General formula (1) is shown below, this compound is not limited to these.

The compound represented by General formula (1) can be synthesize | combined by the method as described, for example in Unexamined-Japanese-Patent No. 8-509471 and Unexamined-Japanese-Patent No. 2000-208262. That is, the pyrromethene-type metal complex of interest is obtained by making a pyrromethene compound and a metal salt react in base coexistence.

In addition, regarding the synthesis | combination of a pyrromethene-boron fluoride complex, it is J.0rg. Chem., Vol. 64, No. 21, pp. 7813-7819 (1999), Angew. Chem., Int. Ed. The compound represented by General formula (1) can be synthesize | combined with reference to the method described in Engl., Vol. 36, pp. 1333-1335 (1997). For example, the compound represented by the following general formula (3) and the compound represented by the general formula (4) are heated in 1,2-dichloroethane in the presence of phosphorus oxychloride, and then represented by the following general formula (5) And the method of obtaining the compound represented by General formula (1) by making it react in 1,2-dichloroethane in presence of triethylamine. However, the present invention is not limited to this. Here, R ¹ to R ⁹ are the same as those described above. J represents halogen.

In addition, when introducing an aryl group or a heteroaryl group, the method of generating a carbon-carbon bond using the coupling reaction of a halogenated derivative and boronic acid or a boronic acid ester derivative is mentioned, However, this invention is limited to this. It is not. Similarly, when introducing an amino group or a carbazolyl group, for example, a method of generating a carbon-nitrogen bond using a coupling reaction of a halogenated derivative under a metal catalyst such as palladium and an amine or carbazole derivative may be mentioned. This invention is not limited to this.

In addition to the compound represented by General formula (1), the color conversion sheet which concerns on embodiment of this invention can contain other compounds suitably as needed. For example, in order to further increase the energy transfer efficiency from the excitation light to the compound represented by the general formula (1), an assist dopant such as rubrene may be contained. In addition, when it is going to add the light emission color other than the light emission color of the compound represented by General formula (1), desired organic light emitting material, for example, organic light emitting materials, such as a coumarin type pigment | dye and rhodamine type pigment | dye, can be added. In addition to these organic light emitting materials, it is also possible to add a combination of known light emitting materials such as inorganic phosphors, fluorescent pigments, fluorescent dyes and quantum dots.

Although one example of organic light emitting materials other than the compound represented by General formula (1) below is shown below, this invention is not specifically limited to these.

In the color conversion sheet which concerns on embodiment of this invention, content of the organic luminescent material in each layer of (A) layer and (B) layer is a molar extinction coefficient of a compound, luminescence quantum yield, and an excitation wavelength. vary according to the absorption intensity, and making the thickness and the transmittance of the color conversion sheet, it is usually 1.0 × 10 based on 100 parts by weight of the binder ^resin is ⁴ parts by weight to 30 parts by weight. In particular, the content of the organic light emitting material in each of these layers, with respect to 100 parts by weight of the binder resin is 1.0 × 10 ^{- 3} parts by weight to 10 parts by weight is more preferred, and 5.0 × 10 ^{- 3} parts by weight to 5 parts by weight Is particularly preferred.

Further, in this color conversion sheet according to an embodiment of the invention, in that the light emitting portion of the green is converted into the red emission, (A) the content of the organic light emitting material (a) in layer w _a and (B) content w _b of the organic light emitting material (b) in the layer is preferably in _a relationship of w ≥w _b. In addition, the ratio of the content w _a and the content w _b is w _a : w _b = 1000: 1 to 1: 1, more preferably 500: 1 to 2: 1, particularly 200: 1 to 3: 1 desirable. However, the content of w _a and w _b are weight content percentage of the weight of the binder resin in each layer of the layer (A) layer and (B), respectively.

When the layer (A) and the layer (B) further contain an organic light emitting material other than the organic light emitting material (a) and the organic light emitting material (b), the content of the additional organic light emitting material is the organic light emitting material (a) and It is preferable that it is an amount which does not excessively affect each light emission of the organic light emitting material (b).

For example, when the layer (A) contains an organic light emitting material (a ') in addition to the organic light emitting material (a), the content w _a and the layer (A) of the organic light emitting material (a) in the layer (A) The content w _{a '} of the organic light emitting material (a') is preferably _a relationship of w _a? W _{a '} , because it does not excessively affect the light emission of the organic light emitting material (a). Moreover, the ratio of content w _a and content w _{a '} is w _a : w _{a '} = 1000: 1 to 1: 1, more preferably 500: 1 to 2: 1, and 200: 1 to 3: 1 Is particularly preferred. However, the content of _a w _'is the weight percentage of the weight of the binder resin in the layer (A).

(A) layer of the OLED in the case of addition to the organic light emitting material (a) comprises an organic light emitting material (c), (A) the content w _a, and (A) of the organic light emitting material (a) in the floor layer w _c is the content of the material (c) is w _{a c} ≥w parties, is preferred because it does not exert excessive influence on the light emission of the organic light emitting material (a). Moreover, the ratio of content w _a and content w _c is w _a : w _c = 1000: 1 to 1: 1, more preferably 500: 1 to 2: 1, and particularly 200: 1 to 3: 1 desirable. However, content w _c is a weight percentage with respect to the weight of binder resin in (A) layer.

Further, (A) the content of the organic light emitting material (c) in a content w _a and the (A) layer of the organic light emitting material (a) in layer w _c and the organic light emitting material (b of the layer (B) the content w in _b) is preferable because it is _a relationship of w ≥w _b ≥w _c, does not exert excessive influence on the light emission of the organic light emitting material (a) and an organic light emitting material (b).

On the other hand, in the case where the layer (B) contains an organic light emitting material (b ') in addition to the organic light emitting material (b), in the content w _b and the layer (B) of the organic light emitting material (b) in the layer (B) the 'content w _b of the organic light emitting material _(b)' are preferred because it is the relationship w _b ≥w _{b ",} it does not exert excessive influence on the light emission of the organic light emitting material (b). The content w _b and the content w _{b 'ratio} is w _b: w _b' is 1, 500:: = 1000: 1 to 1 1 to 2: 1 is more preferred, and 200: 1 to 3: 1 Is particularly preferred. However, the content _b w _'is the weight percentage of the weight of the binder resin in the layer (B).

When the layer (B) contains an organic light emitting material (d) in addition to the organic light emitting material (b), the organic light emission in the content w _a and the layer (B) of the organic light emitting material (a) in the layer (A) _d w is the content of the material (d) is _a w ≥w relationship of _d, is preferable because it does not exert excessive influence on the light emission of the organic light emitting material (a). In addition, the ratio of content w _a and content w _d is w _a : w _d = 1000: 1 to 1: 1, more preferably 500: 1 to 2: 1, particularly 200: 1 to 3: 1 desirable. However, content w _d is a weight percentage with respect to the weight of binder resin in (B) layer.

(Binder resin)

In the color conversion composition and the color conversion sheet which concern on embodiment of this invention, the material excellent in molding processability, transparency, heat resistance, etc. as binder resin is used suitably. As an example of binder resin, the photocurable resist material which has reactive vinyl groups, such as acrylic acid type, methacrylic acid type, polyvinyl cinnamic acid type, ring rubber type, epoxy resin, silicone resin (organopolysiloxane, such as a silicone rubber and a silicone gel, for example) Cured product (including crosslinked products), urea resin, fluorine resin, polycarbonate resin, acrylic resin, urethane resin, melamine resin, polyvinyl resin, polyamide resin, phenol resin, polyvinyl alcohol resin, polyvinyl Known things, such as butyral resin, a cellulose resin, an aliphatic ester resin, an aromatic ester resin, an aliphatic polyolefin resin, an aromatic polyolefin resin, are mentioned. In addition, you may use these resin mixture and a copolymer as binder resin. By designing these resins suitably, binder resin useful for the color conversion sheet which concerns on embodiment of this invention is obtained.

Among these resins, epoxy resins, silicone resins, acrylic resins, polyester resins or mixtures thereof can be suitably used in view of transparency, heat resistance and the like. Moreover, a thermosetting resin and a photocurable resin are also used suitably since the process of film formation is easy.

By optimizing the combination of the organic light emitting material and the binder resin in each layer of the (A) layer and the (B) layer, the peak wavelength of the light emission of the organic light emitting material can be shifted to the desired wavelength, and the color gamut can be enlarged. Therefore, it is preferable that the binder resin contained in (A) layer differs from the binder resin contained in (B) layer. By doing in this way, the organic light emitting material (a) which converts blue light into green light, and the organic light emitting material (b) which converts each light of blue and green into red light are disperse | distributed in different binder resin, respectively, The peak wavelength of each light emission of the organic light emitting material (a) and the organic light emitting material (b) can be individually adjusted to the optimum peak wavelength. In addition, that two binder resins are different means that the composition of resin differs.

In the color conversion sheet which concerns on embodiment of this invention, in order to obtain preferable white light, it is preferable that the peak wavelength of the light emission from (A) layer is observed in the area | region of 500 nm or more and 580 nm or less. In order to improve color reproducibility, More preferably, they are 510 nm or more and 550 nm or less, More preferably, they are 515 nm or more and 540 nm or less, Especially preferably, they are 520 nm or more and 530 nm or less.

In addition, in the color conversion sheet which concerns on embodiment of this invention, in order to obtain preferable white light, it is preferable that the peak wavelength of the light emission from (B) layer is observed in the range of 580 nm or more and 750 nm or less. In order to improve color reproducibility, More preferably, they are 620 nm or more and 700 nm or less, More preferably, they are 630 nm or more and 680 nm or less, Especially preferably, they are 635 nm or more and 660 nm or less.

There is a strong relationship between the SP value, which is the dissolution parameter of the binder resin, and the peak wavelength of light emission of the organic light emitting material. In binder resin with a large SP value, the excited state of the organic light emitting material is stabilized by the interaction between the binder resin and the organic light emitting material. Therefore, compared with the binder resin with a small SP value, the peak wavelength of the light emission of this organic light emitting material shifts to a long wavelength side. Therefore, by dispersing the organic light emitting material in the binder resin having an optimal SP value, it is possible to optimize the peak wavelength of light emission of the organic light emitting material.

(A) a SP value of the binder resin included in the layer _A SP (cal / cm ^{3) 0} to ^.5, and the SP value of the binder resin contained in the (B) layer ^{_{SP B (cal / cm 3)}} 0. to ^5, preferably in the SP _a ≤SP _B. In this case, the difference between the peak wavelengths of the light emission of the green light and the red light in the (A) layer and the (B) layer becomes larger as compared with the case where the organic light emitting material is dispersed in a single binder resin, and as a result, the color gamut is enlarged. .

Among them, it is preferred that the SP _B ≥10.0. In this case, the peak wavelength of the red light emission in the layer (B) is increased to a longer wavelength, and as a result, the dark red light can be emitted from the layer (B). From the standpoint of making the effect larger, more preferably SP _B? 10.2, still more preferably SP _B? 10.4, and particularly preferably SP _B? 10.6.

The upper limit value of the SP _B is not particularly limited, the binder resin is ≤15.0 SP _B, can be suitably used because of the high dispersion of the organic light emitting material. From the viewpoint of making the effect larger, more preferably SP _B? 14.0, still more preferably SP _B? 13.0, and particularly preferably SP _B? 12.0.

Further, when SP _A ≤ 10.0, the longer wavelength of the peak wavelength of the light emission of the green light in the layer (A) is suppressed, and as a result, the peak wavelength of the light emission of the green light and the red light in the (A) layer and (B) layer is suppressed. It is preferable because the difference is large. From the viewpoint of making the effect larger, more preferably SP _A? 9.8, still more preferably SP _A? 9.7, and particularly preferably SP _A? 9.6.

_A lower limit of the SP is not particularly limited, the binder resin, SP _A is ≥7.0, can be suitably used because of the high dispersion of the organic light emitting material. In view of making the effect larger, more preferably SP _A? 7.4, still more preferably SP _A? 7.8, and particularly preferably SP _A? 8.0.

Here, the dissolution parameter (SP value) is Poly. Eng. It is a value computed from the kind and ratio of the monomer which comprises resin using the estimation method of Fedors as described in Sci., Vol.14, No.2, pp.147-154 (1974). Also about a some kind of resin mixture, it can calculate by the same method. For example, the SP value of methyl polymethacrylate can be calculated as 9.9 (cal / cm ³ ) ^0.5 , and the SP value of polyethylene terephthalate (PET) can be calculated as 11.6 (cal / cm ³ ) ^0.5 The SP value of the bisphenol A epoxy resin can be calculated as 10.9 (cal / cm ³ ) ^0.5 .

Although the binder resin in (A) layer and (B) layer is not specifically limited, Kinds of the binder resin which can be used suitably for (A) layer, and the binder resin which can be used suitably for (B) layer, Representative SP values of each resin are shown in Table 2. It is preferable to use binder resin in (A) layer and (B) layer arbitrarily in combination, for example in resin shown in Table 2.

TABLE 2

(Other additives)

In addition to the organic light emitting material (a), the organic light emitting material (b), and the binder resin, the color conversion composition and the color conversion sheet according to the embodiment of the present invention include light resistance stabilizers such as antioxidants, processing and thermal stabilizers, and ultraviolet absorbers. , Dispersing agents, leveling agents, plasticizers, crosslinking agents such as epoxy compounds, curing agents such as amines, acid anhydrides, and imidazoles for coating film stabilization; adhesion aids such as silane coupling agents as modifying agents on the sheet surface; Inorganic particles, such as particle | grains and silicone microparticles | fine-particles, and other additives, such as a silane coupling agent, can be contained.

Examples of the antioxidant include phenolic antioxidants such as 2,6-di-tert-butyl-p-cresol and 2,6-di-tert-butyl-4-ethylphenol, but are not particularly limited thereto. It doesn't happen. In addition, these antioxidant may be used independently and may use multiple together.

Examples of the processing and heat stabilizer include phosphorus stabilizers such as tributyl phosphite, tricyclohexyl phosphite, triethyl phosphine and diphenyl butyl phosphine, but are not particularly limited thereto. In addition, these stabilizers may be used independently and may use multiple together.

As a light resistance stabilizer, it is 2- (5-methyl- 2-hydroxyphenyl) benzotriazole, 2- [2-hydroxy-3, 5-bis ((alpha), (alpha)-dimethyl benzyl) phenyl] -2H, for example. Although benzotriazoles, such as benzotriazole, can be mentioned, It is not specifically limited to these. In addition, these light resistance stabilizers may be used independently and may use multiple together.

It is preferable that these additives have a small extinction coefficient in a visible region from a viewpoint of not inhibiting light from a light source or light emission of a light emitting material. Specifically, it is preferable that the molar extinction coefficient (epsilon) of these additives is 1000 or less, and it is more preferable that it is 500 or less in the wavelength whole area of 400 nm or more and 800 nm or less. More preferably, it is 200 or less and it is especially preferable that it is 100 or less.

Moreover, as a light resistance stabilizer, the compound which has a role as a singlet oxygen quencher can also be used suitably. The singlet oxygen quencher is a material that traps and deactivates singlet oxygen generated by oxygen molecules activated by light energy. Since singlet oxygen quencher coexists in a color conversion sheet, it can prevent that a light emitting material deteriorates by singlet oxygen.

Singlet oxygen is known to occur due to the exchange of electrons and energy between triplet excited states of pigments such as rose bengal and methylene blue and oxygen molecules in the ground state.

In the color conversion sheet which concerns on embodiment of this invention, the organic light-emitting material contained is excited by excitation light, and performs color conversion of light by emitting light of a wavelength different from excitation light. Since this cycle of excitation light emission is repeated, the probability of singlet oxygen is increased by the interaction between the generated excitation species and oxygen contained in the color conversion sheet. Therefore, since the collision probability of an organic light emitting material and singlet oxygen becomes high, deterioration of an organic light emitting material tends to advance.

Organic light emitting materials are more susceptible to singlet oxygen than inorganic light emitting materials. In particular, the compound represented by the general formula (1) has a higher reactivity with singlet oxygen than a compound having a condensed aryl ring such as perylene or a derivative thereof, and has a great influence on the durability by singlet oxygen. Thus, by quickly deactivating the generated singlet oxygen by the singlet oxygen quencher, the durability of the compound represented by the general formula (1) excellent in luminescence quantum yield and color purity can be improved.

As a compound which has a role as a singlet oxygen quencher, although a specific tertiary amine, a catechol derivative, and a nickel compound are mentioned, it is not specifically limited to these, for example. In addition, these compounds (light resistance stabilizer) may be used independently and may use multiple together.

The tertiary amine refers to a compound having a structure in which all of the N-H bonds of ammonia are substituted with N-C bonds. Examples of the substituent on the nitrogen atom include an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heteroaryl group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, and an adjacent substituent. It is selected from a condensed ring and an aliphatic ring formed in. In addition, these substituents may further be substituted by the above-mentioned substituent.

As a substituent on the nitrogen atom of the said tertiary amine, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group are preferable from a viewpoint of light stability. Especially, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, and a substituted or unsubstituted aryl group are more preferable.

As the aryl group in this case, a phenyl group or a naphthyl group is preferable, and a phenyl group is more preferable, because light from a light source and light emission of a light emitting material are not inhibited. Moreover, since there exists a possibility that the light absorption of a visible region may increase when the aryl group on a nitrogen atom increases, two or less aryl groups are preferable among three substituents on a nitrogen atom, and it is more preferable that it is one or less. When at least one of the three substituents on a nitrogen atom is a substituted or unsubstituted alkyl group, since singlet oxygen can be trapped more efficiently, it is preferable. Especially, it is preferable that two or more of three substituents are a substituted or unsubstituted alkyl group.

Preferred tertiary amines include triethylamine, 1,4-diazabicyclo [2.2.2] octane, tri-n-butylamine, N, N-diethylaniline, 2,2,6,6-tetramethylpy Ferridine etc. are mentioned, It is not limited to these in particular.

A catechol derivative represents the compound which has two or more hydroxyl groups on the benzene ring containing isomers, such as a resorcinol and hydroquinone. These compounds can capture singlet oxygen more efficiently compared with the phenol derivative which has one hydroxyl group on a benzene ring.

Examples of the substituent on the benzene ring of the catechol derivative include hydrogen, alkyl groups, cycloalkyl groups, heterocyclic groups, alkenyl groups, cycloalkenyl groups, alkynyl groups, thiol groups, alkoxy groups, alkylthio groups, arylether groups, and arylthioethers, in addition to hydroxyl groups. Groups, aryl groups, heteroaryl groups, halogens, cyano groups, aldehyde groups, carbonyl groups, carboxyl groups, oxycarbonyl groups, carbamoyl groups, amino groups, nitro groups, silyl groups, siloxanyl groups, boryl groups, phosphine oxide groups, and adjacent substituents It is selected from the condensed ring and aliphatic ring formed between and. In addition, these substituents may further be substituted by the above-mentioned substituent.

Among them, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, and a halogen are preferable in view of light stability, and substituted or unsubstituted More preferred are alkyl groups, substituted or unsubstituted cycloalkyl groups, substituted or unsubstituted aryl groups, and halogens. Moreover, since the discoloration after reaction with singlet oxygen quencher is small, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, and a halogen are more preferable. Especially preferably, it is a substituted or unsubstituted alkyl group.

As a position of the hydroxyl group on the benzene ring in a catechol derivative, it is preferable that at least 2 hydroxyl group adjoins. This is because it is harder to photooxidize compared with resorcinol (1, 3-substituted) and hydroquinone (1, 4-substituted). In addition, since light absorption in the visible region is small even after oxidation, discoloration of the color conversion sheet can be prevented.

Preferred catechol derivatives include, but are not limited to, 4-tert-butylbenzene-1,2-diol, 3,5-di-tert-butylbenzene-1,2-diol and the like.

A nickel compound is a compound containing nickel. Examples of the nickel compound include inorganic salts such as nickel chloride, complexes such as bisacetylacetona nickel, organic acid salts such as carbamate nickel salts, and the like, but are not particularly limited thereto. Here, an organic acid represents the organic compound which has a carboxyl group, a sulfonyl group, a phenolic hydroxyl group, and a thiol group. Especially, as a nickel compound, a complex and an organic acid salt are preferable from a viewpoint of disperse | distributing uniformly in a color conversion sheet.

As a nickel complex and nickel salt of an organic acid which can be conveniently used as a singlet oxygen quencher, for example, an acetylacetonato-based nickel complex, a bisdithio-α-diketone nickel complex, a dithiolate-based nickel complex, and an aminothiolate Nickel complexes, thiocatechol nickel complexes, salicylic oxime nickel complexes, thiobisphenolate nickel complexes, indoaniline nickel compounds, carboxylic acid nickel salts, sulfonic acid nickel salts, phenolic nickel salts, and carbamic acid salts Nickel salt, dithiocarbamic acid nickel salt, etc. are mentioned, It is not limited to these in particular.

Among these, the nickel compound is preferably at least one of a nickel salt of an organic acid, an acetylacetonato nickel complex, and a thiobisphenolate nickel complex. In particular, nickel salts of organic acids are preferred in view of ease of synthesis and low cost. In addition, a sulfonic acid nickel salt is preferable from the viewpoint of low molar extinction coefficient in the visible region and no absorption of light from a light source or a light emitting material. Moreover, the nickel salt of arylsulfonic acid is more preferable from a viewpoint of showing a higher singlet oxygen value effect, and the nickel salt of alkylsulfonic acid is preferable from the viewpoint of the solubility to a wide range of solvents. As an aryl group of aryl sulfonic acid, a substituted or unsubstituted phenyl group is preferable, and the phenyl group substituted by the alkyl group is more preferable from a viewpoint of the solubility and dispersibility to a solvent.

Moreover, as a nickel compound, both an acetylacetonato type nickel complex and a thiobisphenolate type nickel complex are preferable from a viewpoint that the solubility with respect to an organic solvent and the molar extinction coefficient in a visible region are small. The ligands on nickel in these complexes are alkyl, cycloalkyl, heterocyclic, alkenyl, cycloalkenyl, alkynyl, thiol, alkoxy, alkylthio, arylether, arylthioether, aryl, It may be substituted by substituents, such as a heteroaryl group, a halogen, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a nitro group, a silyl group, a siloxanyl group, a boryl group, and a phosphine oxide group. . In addition, these substituents may further be substituted by the above-mentioned substituent.

Among them, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, and a halogen are preferable in view of light stability, and substituted or unsubstituted More preferred are alkyl groups, substituted or unsubstituted cycloalkyl groups, substituted or unsubstituted aryl groups, and halogens. Moreover, since the discoloration after reaction with singlet oxygen quencher is small, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, and a halogen are more preferable. Especially preferably, it is a substituted or unsubstituted alkyl group.

As a nickel compound whose molar extinction coefficient (epsilon) is 100 or less in the whole wavelength range of 400 nm or more and 800 nm or less, for example, the nickel salt of p-toluylsulfonic acid, an acetylacetone nickel (II) complex, and hexafluoroacetylacetone nickel (II) Complex, 2,2'-thiobisphenolate-n-butylamine nickel (II) complex, [2,2'-thiobis (4-tert-octylphenolate)]-2-ethylhexylamine nickel (II) complex Etc. can be mentioned. However, as a nickel compound, it is not limited to these nickel salts and a nickel complex, The thing in which the molar extinction coefficient (epsilon) is 100 or less is used suitably in the whole wavelength range of 400 nm-800 nm of wavelengths mentioned above.

Moreover, as a light resistance stabilizer, the compound which has a role as a radical quencher can also be used conveniently. Especially, a hindered amine compound is mentioned as a suitable example. Examples of the hindered amine compound include, for example, 2,2,6,6-tetramethylpiperidine, 4-hydroxy-2,2,6,6-tetramethylpiperidine, 4-hydroxy-1 , 2,2,6,6-pentamethylpiperidine, 4-methoxy-2,2,6,6-tetramethylpiperidine, 4-methoxy-1,2,2,6,6-penta Methyl piperidine, bis sebacate (2,2,6,6-tetramethyl-4-piperidyl), bis sebacate (1,2,2,6,6-pentamethyl-4-piperidyl) Piperidine derivatives such as methacrylic acid 2,2,6,6-tetramethyl-4-piperidyl and methacrylic acid 1,2,2,6,6-pentamethyl-4-piperidyl and the like And oxides.

In the color conversion composition and the color conversion sheet which concern on embodiment of this invention, content of these additives is a molar extinction coefficient of a compound, light emission quantum yield, the absorption intensity in an excitation wavelength, and the thickness of the color conversion sheet to produce, varies according to the permeability, it is usually 1.0 × 10 based on 100 parts by weight of the binder ^resin is preferably, 1.0 × 10 ³ or more parts by weight ^{- 2} parts by weight and more preferably at least, 1.0 × 10 ^{- 1} parts by weight is more than desirable. Moreover, it is preferable that content of these additives is 30 weight part or less with respect to 100 weight part of binder resin, It is more preferable that it is 15 weight part or less, It is further more preferable that it is 10 weight part or less.

<Base layer>

In the color conversion sheet which concerns on embodiment of this invention, (A) layer and (B) layer as above-mentioned color conversion layer are formed on the base material layer (for example, the base material layer 10 shown to FIG. 1, 2). It is preferable to be.

As a base material layer, a well-known metal, a film, glass, a ceramic, paper, etc. can be used without a restriction | limiting in particular. Specifically, as the base layer, a metal plate or foil such as aluminum (including aluminum alloy), zinc, copper, iron, cellulose acetate, PET, polyethylene, polyester, polyamide, polyimide, polyphenylene sulfide, polystyrene, Films of plastics such as polypropylene, polycarbonate, polyvinyl acetal, aramid, silicone, polyolefin, thermoplastic fluororesin, copolymer of tetrafluoroethylene and ethylene (ETFE), α-polyolefin resin, polycaprolactone resin, Plastic films comprising acrylic resins, silicone resins and copolymerized resins of these and ethylene, papers laminated with the plastic or paper coated with the plastics, papers laminated or deposited with the metal, plastics laminated or deposited with the metal A film etc. are mentioned. In addition, when the base material layer is a metal plate, the surface may be subjected to plating treatment such as chromium-based or nickel-based or ceramic treatment.

Among these, glass and a resin film are used preferably from the ease of preparation of a color conversion sheet, and the ease of shaping | molding of a color conversion sheet. Moreover, a film with high strength is preferable so that there is no fear of breakage, etc. when handling the base material layer on a film. Resin films are preferable from the viewpoint of their required properties and economical efficiency, and among these, plastic films selected from the group consisting of PET, polyphenylene sulfide, polycarbonate, and polypropylene are preferable. In the case of drying the color conversion sheet or pressing the color conversion sheet at a high temperature of 200 ° C. or higher with an extruder, a polyimide film is preferable in terms of heat resistance. From the ease of peeling of a sheet, the base material layer may be mold-release-processed previously. Similarly, in order to improve the adhesiveness between layers, the surface of the base material layer may be previously subjected to easy adhesion treatment.

Although the thickness of a base material layer does not have a restriction | limiting in particular, As a minimum, 25 micrometers or more are preferable and 38 micrometers or more are more preferable. Moreover, as an upper limit, 5000 micrometers or less are preferable and 3000 micrometers or less are more preferable.

<Light extraction layer>

The color conversion sheet which concerns on embodiment of this invention may further have a light extraction layer in addition to (A) layer and (B) layer in order to improve light extraction efficiency. The light extraction layer is a layer which reduces reflection at an interface between two adjacent layers.

FIG. 3: is a schematic cross section which shows an example which applied the light extraction layer to the color conversion sheet which concerns on embodiment of this invention. As shown in FIG. 3, the color conversion sheet 1b includes a plurality of substrate layers 10 (two in the example of FIG. 3), and is sandwiched between the plurality of substrate layers 10. (A) layer 11, (B) layer 12, and light extraction layer 13 are contained. Preferably, as shown in FIG. 3, the color conversion sheet 1b has the light extraction layer 13 between the (A) layer 11 and the (B) layer 12. As shown in FIG. In the structural example of this color conversion sheet 1b, the (A) layer 11, the light extraction layer 13, and the (B) layer 12 are laminated in this order on the base material layer 10, Thereby, the laminated body of the laminated structure of (B) layer / light extraction layer / (A) layer is formed on this base material layer 10. Moreover, on the (B) layer 12 in this laminated body, as shown in FIG. 3, another base material layer 10 is laminated | stacked.

In the structural example of the color conversion sheet 1b shown in FIG. 3, a laminate of the (A) layer 11, the light extraction layer 13, and the (B) layer 12 is sandwiched between the plurality of substrate layers 10. However, the color conversion sheet according to the embodiment of the present invention is not limited to this structural example. The laminate may be formed on the substrate layer 10 without being sandwiched between the plurality of substrate layers 10. In addition, as illustrated in FIG. 3, the light extraction layer 13 may be formed between one end surface above the lamination direction of the (A) layer 11 and one end face below the lamination direction of the (B) layer 12. And the one end surface above the lamination direction of the (B) layer 12 or the one end surface below the lamination direction of the (A) layer 11. Especially, as shown in FIG. 3, when the light extraction layer 13 is formed between the (A) layer 11 and the (B) layer 12, in the (A) layer 11 Since the light emission of the organic light emitting material enters the (B) layer 12 efficiently, the loss of light emission between these layers is reduced, so that the color conversion efficiency is increased, and the luminance of the white light after color conversion is preferable.

In addition, when the light extraction layer 13 is formed between (A) layer 11 and (B) layer 12, (A) layer 11, (B) layer 12, and light extraction layer Although the refractive index of (13) is not specifically limited, The refractive index with respect to the light of wavelength 589.3nm of the (A) layer 11, the (B) layer 12, and the light extraction layer 13 is n _A and n, respectively. _B, when n in _C, it is preferable that _a n _B or n ≤n _C ≤n ≤n _{B C a} ≤n. In these cases, reflection of each light in the interface of the (A) layer 11 and the light extraction layer 13 and the interface of the (B) layer 12 and the light extraction layer 13 can be reduced.

<Barrier floor>

The color conversion sheet which concerns on embodiment of this invention may further have a barrier layer in addition to (A) layer and (B) layer. A barrier layer is suitably used in order to prevent deterioration by oxygen, moisture, or heat with respect to the color conversion layer illustrated to layers (A) and (B). Examples of the barrier layer include inorganic oxides such as silicon oxide, aluminum oxide, titanium oxide, tantalum oxide, zinc oxide, tin oxide, indium oxide, yttrium oxide, and magnesium oxide, silicon nitride, aluminum nitride, titanium nitride, and silicon carbide nitride. Inorganic nitrides such as these, or mixtures thereof, or metal oxide thin films or metal nitride thin films added with other elements, or polyvinyl chloride resins, acrylic resins, silicone resins, melamine resins, urethane resins, fluorine resins, acetic acid The film | membrane containing various resins, such as polyvinyl alcohol-type resins, such as the saponified material of vinyl, is mentioned.

As the barrier resin suitably used for the barrier layer in the present invention, for example, polyester, polyvinyl chloride, nylon, polyvinyl fluoride, polyvinylidene chloride, polyacrylonitrile, polyvinyl alcohol, ethylene-vinyl alcohol air Resins such as coalescing and mixtures of these resins. Among these, polyvinylidene chloride, polyacrylonitrile, ethylene-vinyl alcohol copolymer, and polyvinyl alcohol have very small oxygen permeability coefficients, and therefore, the barrier resin preferably contains these resins. In addition, since the barrier resin is less likely to discolor, it is more preferable to include polyvinylidene chloride, polyvinyl alcohol, and ethylene-vinyl alcohol copolymer, and since the environmental load is small, polyvinyl alcohol or ethylene-vinyl alcohol air is used. Particular preference is given to including coalescing. These resins may be used singly or in combination with other resins, but from the viewpoint of film uniformity and cost, a film containing a single resin is more preferable.

As polyvinyl alcohol, the saponified product of polyvinyl acetate which saponified 98 mol% or more of acetyl groups can be used, for example. As the ethylene-vinyl alcohol copolymer, for example, a saponified product of an ethylene-vinyl acetate copolymer having an ethylene content of 20% to 50% by saponifying 98 mol% or more of an acetyl group can be used.

Moreover, as a barrier layer, it is also possible to use commercially available resin and a film. As a specific example, polyvinyl alcohol resin PVA117 of Kuraray Co., Ltd., ethylene-vinyl alcohol copolymer ("EVAL" (trademark)) resin L171B, F171B, film EF-XL, etc. of Kuraray Co., Ltd. are mentioned.

In the barrier layer, light resistance stabilizers such as antioxidants, curing agents, crosslinking agents, processing and thermal stabilizers, ultraviolet absorbers, and the like may be added, as necessary, within a range that does not excessively affect the light emission and durability of the color conversion layer.

Although the thickness of a barrier layer does not have a restriction | limiting in particular, It is preferable that it is 100 micrometers or less from a viewpoint of the flexibility and cost of the whole color conversion sheet. More preferably, it is 50 micrometers or less, More preferably, it is 20 micrometers or less. Especially preferably, it is 10 micrometers or less, and you may be 1 micrometer or less. However, from the viewpoint of ease of layer formation, the thickness of the barrier layer is preferably 0.01 μm or more.

As a typical structural example of the color conversion sheet to which the above-mentioned barrier layer was applied, what is shown below is mentioned, for example. 4 is a schematic sectional view illustrating an example in which a barrier layer is applied to the color conversion sheet according to the embodiment of the present invention. As shown in FIG. 4, the color conversion sheet 1c includes a plurality of substrate layers 10 (two in the example of FIG. 4), and is sandwiched between the plurality of substrate layers 10. (A) layer 11, (B) layer 12, and a plurality of barrier layers 14 (two in the example of FIG. 4) are contained. These barrier layers 14 are formed so that the laminated body of (A) layer 11 and (B) layer 12 may be pinched | interposed into the lamination direction both sides. In the structural example of this color conversion sheet 1c, on the base material layer 10, the barrier layer 14, the (A) layer 11, the (B) layer 12, and another barrier layer (14) are stacked in this order. Thereby, the laminated body of the laminated structure of barrier layer / (B) layer / (A) layer / barrier layer is formed on this base material layer 10. Moreover, as shown in FIG. 4, the other base material layer 10 is laminated | stacked on the barrier layer 14 above the lamination direction in this laminated body.

FIG. 5: is a schematic cross section which shows the other example which applied the barrier layer to the color conversion sheet which concerns on embodiment of this invention. As shown in FIG. 5, the color conversion sheet 1d includes a plurality of substrate layers 10 (two in the example of FIG. 5), and is sandwiched between the plurality of substrate layers 10. (A) layer 11, (B) layer 12, and a plurality of barrier layers 14 (three in the example of FIG. 5) are contained. These barrier layers 14 are formed so that the (A) layer 11 may be inserted from both sides of the lamination direction, and the (B) layer 12 may be interposed from both the lamination directions. In the structural example of the color conversion sheet 1d, the barrier layer 14, the (A) layer 11, another barrier layer 14, and the (B) layer (on the substrate layer 10) 12) and another barrier layer 14 are laminated in this order. Thereby, the laminated body of the laminated structure of barrier layer / (B) layer / barrier layer / (A) layer / barrier layer is formed on this base material layer 10. Moreover, as shown in FIG. 5, the other base material layer 10 is laminated | stacked on the barrier layer 14 of the lamination direction upper end in this laminated body.

In this invention, a barrier layer may be provided in each end surface of the lamination direction both sides in the laminated body of (A) layer and (B) layer like the barrier layer 14 illustrated in FIG. 4, and this laminated body You may be provided in the one end surface among the both sides of lamination | stacking direction in the process. In addition, like the barrier layer 14 illustrated in FIG. 5, the barrier layer has both end surfaces on both sides of the stacking direction in the layer (A) and each end surface on both sides of the stacking direction in the layer (B). It may be provided in the end face, and may be provided in at least one end face of each of these end faces.

<Other functional layers>

The color conversion sheet according to the embodiment of the present invention has a light diffusion layer, an antireflection function, an antiglare function, an antireflection antiglare function, a hard coating function (anti-friction function), an antistatic function, an antifouling function, and an electromagnetic wave depending on the required function. You may further provide the auxiliary layer which has a shield function, an infrared cut function, an ultraviolet cut function, the polarization function, and the coloring function.

<Adhesive layer>

In the color conversion sheet which concerns on embodiment of this invention, you may provide an adhesive layer between each layer as needed. As the adhesive layer, any known material can be used without particular limitation as long as it does not excessively affect the light emission and durability of the color conversion sheet. For example, when firm adhesion is required, a photocurable material, a thermosetting material, an anaerobic curing material, or a thermoplastic material can be preferably used as the adhesive layer. Especially, a thermosetting material is more preferable, and the thermosetting material which can harden | cure at 0 degreeC-150 degreeC is especially preferable.

The thickness of the adhesive layer is not particularly limited, but is preferably 0.01 µm to 100 µm, more preferably 0.01 µm to 25 µm. More preferably, they are 0.05 micrometer-5 micrometers, Especially preferably, they are 0.05 micrometer-1 micrometer.

<Method of manufacturing color conversion sheet>

An example of the manufacturing method of the color conversion sheet which concerns on embodiment of this invention is demonstrated below. In the manufacturing method of this color conversion sheet, the composition for color conversion layer preparation is produced as follows first.

Predetermined amounts of materials such as the organic light emitting material, the binder resin, and the solvent described later are mixed. After mixing these materials so as to have a predetermined composition, the composition for producing a color conversion layer is uniformly mixed and dispersed with a stirring / kneader such as a homogenizer, a self-rotating stirrer, three rollers, a ball mill, a planetary ball mill, a bead mill, and the like. That is, a color conversion composition is produced. Degassing under vacuum or reduced pressure is also preferably performed after the mixed dispersion or in the process of the mixed dispersion. Moreover, you may mix in advance any specific component, and may process, such as an aging. It is also possible to remove a solvent by an evaporator and to make it desired solid content concentration.

The solvent is not particularly limited as long as it can adjust the resin viscosity in the fluid state and does not excessively affect the light emission and durability of the light emitting material. As such a solvent, for example, water, 2-propanol, ethanol, toluene, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, hexane, acetone, terpineol, texanol, methyl cellosolve, ethyl cellosolve And butyl carbitol, butyl carbitol acetate, 1-methoxy-2-propanol, propylene glycol monomethyl ether acetate, and the like, and two or more kinds of these solvents may be used in combination. Among these solvents, toluene is suitably used because it does not affect the deterioration of the compound represented by the general formula (1) and there are few residual solvents after drying.

Next, the color conversion composition produced by the above-mentioned method is apply | coated on the base materials, such as a base material layer and a barrier layer, and is dried. In this way, a color conversion layer (for example, (A) layer and (B) layer to be applied to the color conversion sheet) is produced. Application is reverse roll coater, blade coater, slit die coater, direct gravure coater, offset gravure coater, kiss coater, natural roll coater, air knife coater, roll blade coater, reverse roll blade coater, toe stream coater, rod coater, wire A bar coater, an applicator, a dip coater, a curtain coater, a spin coater, a knife coater, etc. can be performed. In order to obtain the uniformity of the film thickness of a color conversion layer, it is preferable to apply | coat with a slit die coater.

Drying of a color conversion layer can be performed using general heating apparatuses, such as a hot air dryer and an infrared dryer. General heating apparatuses, such as a hot air dryer and an infrared dryer, are used for heating a color conversion sheet. In this case, heating conditions are 1 minute-5 hours normally at 40 degreeC-250 degreeC, Preferably they are 2 minutes-4 hours at 60 degreeC-200 degreeC. Moreover, it is also possible to heat-harden stepwise, such as a step cure.

After producing a color conversion layer, it is also possible to change a base material layer as needed. In this case, as a simple method, although the method of reattaching using a hotplate, the method using a vacuum laminator, a dry film laminator, etc. are mentioned, for example, It is not limited to these.

As a method of laminating | stacking each layer, well-known methods, such as application | coating and dry lamination, can be used. Although the lamination | stacking method of each layer in this invention is not specifically limited, For example, when laminating | stacking (A) layer and (B) layer, it forms by applying and drying (B) layer on (A) layer The method, the method of forming (A) layer by coating and drying on (B) layer, the method of bonding the independent film for (B) layer shape | molded separately on (A) layer, and (B) layer separately Like the method of bonding the molded (A) layered self-supporting film, the lamination unit of the laminated structure of "base layer / (A) layer", and the lamination unit of the laminated structure of "(B) layer / base layer", etc., The method of joining the laminated unit produced individually is mentioned. In order to improve the stability of the color conversion sheet, it is also preferable to further perform a thermosetting step, a photocuring step, a aging step and the like after laminating each layer.

<Excitation light>

Any kind of excitation light can be used as long as it emits light in a wavelength region in which the organic light emitting material used in the present invention can absorb. For example, excitation light from any light source such as a fluorescent light source such as a hot cathode tube, a cold cathode tube, an inorganic electroluminescence (EL) element, an organic EL element light source, an LED light source, an incandescent light source, or sunlight can be used. . Especially, the excitation light from an LED light source is suitable. In display and illumination use, the excitation light from the blue LED light source which has the excitation light of the wavelength range of 400 nm or more and 500 nm or less is more suitable at the point which raises the color purity of blue light.

The maximum light emission wavelength of the excitation light is more preferably 430 nm or more and 500 nm or less, since the excitation energy is smaller and the deterioration of the organic light emitting material can be suppressed, more preferably 440 nm or more and 500 nm or less. Especially preferably, they are 450 nm or more and 500 nm or less. The maximum emission wavelength of the excitation light is more preferably 480 nm or less and even more preferably 470 nm or less because the overlap of the emission spectrum of the excitation light and the green light can be reduced to improve color reproducibility.

Although the excitation light may have one type of emission peak or may have two or more types of emission peaks, in order to increase the color purity, it is preferable to have one type of emission peak. It is also possible to use a combination of plural excitation light sources different in kind from the emission peak.

<Light source unit>

The light source unit which concerns on embodiment of this invention is a structure provided with the light source and color conversion composition or color conversion sheet which were mentioned above at least. When a light source unit is equipped with a color conversion composition, it does not specifically limit about the arrangement | positioning method of a light source and a color conversion composition, You may take the structure which apply | coated the color conversion composition directly to a light source, The film, glass, etc. spaced apart from a light source, etc. You may take the structure which apply | coated the color conversion composition. When the light source unit includes the color conversion sheet, the method of arranging the light source and the color conversion sheet is not particularly limited, and a configuration in which the light source and the color conversion sheet are brought into close contact with each other may be used. You can also take the form of a fur. In addition, the light source unit may take the structure which further includes a color filter for the purpose of improving color purity.

As described above, in the color conversion sheet, the layer (B) converts the color of light emitted from either or both of the light source of the excitation light and the (A) layer. For this reason, in the light source unit provided with a light source and a color conversion sheet, arrangement | positioning of a light source and (A) layer and (B) layer contained in a color conversion sheet is made of a light source, (A) layer, and (B) layer. It is preferable that it is arrangement arrange | positioned in order. In this case, the color conversion efficiency of the light from the light source by the color conversion sheet becomes high.

As described above, the excitation light having a wavelength of 400 nm or more and 500 nm or less is a relatively small excitation energy and can prevent decomposition of light emitting materials such as a compound represented by the general formula (1). Therefore, it is preferable that the light source with which a light source unit is equipped is a light emitting diode which has maximum light emission in the range of 400 nm or more and 500 nm or less. Moreover, it is preferable that this light source has maximum light emission in the range of 430 nm or more and 480 nm or less, and it is more preferable to have maximum light emission in the range of 450 nm or more and 470 nm or less. Although the light source unit in this invention can be used for the use of a display, lighting, an interior, a cover, a sign, etc., it is used suitably for a display and lighting use especially.

<Display, lighting device>

The display which concerns on embodiment of this invention is equipped with the light source unit containing a light source, a color conversion sheet, etc. at least as mentioned above. For example, the light source unit mentioned above is used as a backlight unit for displays, such as a liquid crystal display. Moreover, the illumination device which concerns on embodiment of this invention is equipped with the light source unit containing a light source, a color conversion sheet, etc. at least as mentioned above. For example, this illuminating device combines the blue LED light source as a light source unit, and the color conversion sheet or color conversion composition which converts blue light from this blue LED light source into longer wavelength light, and is comprised so that it may emit white light. .

Example

Hereinafter, although an Example is given and this invention is demonstrated, this invention is not limited by the following example. In the following Example and a comparative example, compound G-1, G-2, G-3, G-4, R-1, R-2 is a compound shown below.

In addition, the evaluation method regarding the structural analysis in an Example and a comparative example is as showing below.

<Measurement of ¹ H-NMR>

¹ H-NMR of the compound was measured in a heavy chloroform solution using a superconducting FTNMR EX-270 (manufactured by Nippon Densh Co., Ltd.).

Measurement of Absorption Spectrum

The absorption spectrum of the compound was measured by dissolving the compound in toluene at a concentration of 1 × 10 ⁻⁶ mol / L using a U-3200 type spectrophotometer (manufactured by Hitachi Seisakusho Co., Ltd.).

Measurement of the fluorescence spectrum

Fluorescence spectra of the compound were dissolved in toluene at a concentration of 1 × 10 ⁻⁶ mol / L using an F-2500 spectrophotometer (manufactured by Hitachi Seisakusho Co., Ltd.) and excited at a wavelength of 460 nm. When the fluorescence spectrum was measured.

<Measurement of Refractive Index of Resin>

The refractive index of resin, such as binder resin, measured the refractive index with respect to the light of wavelength 589.3nm of the resin film apply | coated and formed on PET film using the reflection spectrometer FE-3000 (made by Otsuka Denshi Co., Ltd.). The resin film had an average film thickness of 30 µm, and the resin solution was applied onto a "lumirror" U48 (50 µm thick, manufactured by Toray Industries, Inc.) using a baker's applicator, heated and dried at 100 ° C for 20 minutes. It was formed by.

<Measurement of color conversion characteristics>

In the measurement of the color conversion characteristics, a current of 30 mA was supplied to the planar light emitting device while each color conversion sheet and prism sheet were mounted in the planar light emitting device equipped with a blue LED element having a peak wavelength of 457 nm for emission. The device was turned on and the emission spectrum, chromaticity and luminance were measured using a spectroradiometer (CS-1000, manufactured by Konica Minolta).

<Calculation of color gamut>

From the luminescence spectrum obtained by the measurement of the said color conversion characteristic and the spectral data of the transmittance | permeability of a color filter, the color gamut in the (u ', v') color space at the time of improving color purity with a color filter was computed. In addition, the area of the color gamut in the calculated (u ', v') color space was evaluated based on the following criteria based on the ratio when the color gamut area of the BT.2020 standard was 100%. As an evaluation result of the area of the color gamut in this (u ', v') color space, "A" shows that the said ratio is 91% or more. "B" shows that the said ratio is 86% or more and 90% or less. "C" shows that the said ratio is 81% or more and 85% or less. "D" shows that the said ratio is 80% or less. In this evaluation result, the higher the ratio, the wider the color gamut, and the better the color reproducibility of the color conversion sheet.

Synthesis Example 1

Below, the synthesis | combining method of the compound G-1 of the synthesis example 1 in this invention is demonstrated. In the method for synthesizing Compound G-1, 3,5-dibromobenzaldehyde (3.0 g), 4-t-butylphenylboronic acid (5.3 g), tetrakis (triphenylphosphine) palladium (O) (0.4 g ) And potassium carbonate (2.0 g) were put into a flask and nitrogen-substituted. Toluene (30 mL) and degassed water (10 mL) were added to this, and it refluxed for 4 hours. The reaction solution was cooled to room temperature, and the organic phase was separated and washed with saturated brine. The organic phase was dried over magnesium sulfate, and after filtration, the solvent was distilled off. The obtained reaction product was purified by silica gel chromatography to obtain 3,5-bis (4-t-butylphenyl) benzaldehyde (3.5 g) as a white solid.

Subsequently, 3,5-bis (4-t-butylphenyl) benzaldehyde (1.5 g) and 2,4-dimethylpyrrole (0.7 g) were added to the reaction solution, and dehydrated dichloromethane (200 mL) and trifluoroacetic acid (1 Drop) was added and stirred for 4 hours under a nitrogen atmosphere. Subsequently, a dehydration dichloromethane solution of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (0.85 g) was added, followed by further stirring for 1 hour. After completion of the reaction, boron trifluoride diethyl ether complex (7.0 mL) and diisopropylethylamine (7.0 mL) were added and stirred for 4 hours, followed by further addition of water (100 mL), followed by separating an organic phase. . The organic phase was dried over magnesium sulfate, and after filtration, the solvent was distilled off. The obtained reaction product was purified by silica gel chromatography to obtain compound (0.4 g) (yield 18%). The <^1> H-NMR analysis result of this obtained compound is as follows, and it was confirmed that this is compound G-1.

¹ H-NMR (CDCl ₃ , ppm): 7.95 (s, 1H), 7.63-7.48 (m, 10H), 6.00 (s, 2H), 2.58 (s, 6H), 1.50 (s, 6H), 1.37 ( s, 18 H).

In addition, the absorption spectrum of this compound G-1 was as showing in FIG. 6, and showed the absorption characteristic of light to the blue excitation light source (460 nm). Moreover, the fluorescence spectrum of this compound G-1 was as showing in FIG. 7, and showed the sharp luminescence peak in the green area | region. The luminescence quantum yield was 83%, and this compound G-1 was a compound capable of efficient color conversion.

Synthesis Example 2

Below, the synthesis | combining method of the compound R-1 of the synthesis example 2 in this invention is demonstrated. In the method for synthesizing Compound R-1, 4- (4-t-butylphenyl) -2- (4-methoxyphenyl) pyrrole (300 mg), 2-methoxybenzoyl chloride (201 mg) and toluene (10 mL) are mixed The solution was heated at 120 ° C. for 6 hours under a nitrogen stream. This heating solution was cooled to room temperature and then evaporated. Subsequently, after washing with ethanol (20 mL) and vacuum drying, 2- (2-methoxybenzoyl) -3- (4-t-butylphenyl) -5- (4-methoxyphenyl) pyrrole (260 mg) Got.

Then 2- (2-methoxybenzoyl) -3- (4-t-butylphenyl) -5- (4-methoxyphenyl) pyrrole (260 mg), 4- (4-t-butylphenyl) -2- A mixed solution of (4-methoxyphenyl) pyrrole (180 mg), methanesulfonic anhydride (206 mg) and degassed toluene (10 mL) was heated at 125 ° C. for 7 hours under a stream of nitrogen. After cooling this heated solution to room temperature, water (20 mL) was injected and the organic phase was extracted with dichloromethane (30 mL). The organic phase was washed twice with water (20 L), evaporated and dried in vacuo to give a pyrromethene body.

Subsequently, diisopropylethylamine (305 mg) and boron trifluoride diethyl ether complex (670 mg) were added and stirred for 3 hours at room temperature under a stream of nitrogen. Then water (20 mL) was injected and the organic phase was extracted with dichloromethane (30 mL). The organic phase was washed twice with water (20 mL), dried over magnesium sulfate and evaporated. Subsequently, the residue was purified by silica gel column chromatography and dried in vacuo to give a reddish purple powder (0.27 g). The <^1> H-NMR analysis result of the red-purple powder obtained was as follows, and it was confirmed that the red-purple powder obtained as mentioned above is compound R-1.

¹ H-NMR (CDCl ₃ , ppm): 1.19 (s, 18H), 3.42 (s, 3H), 3.85 (s, 6H), 5.72 (d, 1H), 6.20 (t, 1H), 6.42-6.97 ( m, 16H), 7.89 (d, 4H).

In addition, the absorption spectrum of this compound R-1 was as showing in FIG. 8, and showed the absorption characteristic of light to the blue and green excitation light sources. Moreover, the fluorescence spectrum of this compound R-1 was as showing in FIG. 9, and showed the sharp luminescence peak in the red area | region. The luminescence quantum yield was 90%, and this compound R-1 was a compound capable of efficient color conversion.

(Example 1)

In the first embodiment of the present invention, use of acrylic resin T1 (SP value ^{= 9.5 (cal / cm 3)} 0.5) as a binder resin, relative to 100 parts by weight of a binder resin, a compound as the organic light emitting material (a) G 0.25 weight part of -1 and 400 weight part of toluene were mixed as a solvent. Thereafter, these mixtures were stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazerstar KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for (A) layer preparation was obtained. .

Similarly, using the polyester resin T11 (SP value = 10.7 (cal / cm ³ ) ^0.5 ) as the binder resin, Compound R-1 0.017 as an organic light emitting material (b) relative to 100 parts by weight of the binder resin 300 weight part of toluene was mixed as a weight part and a solvent. Thereafter, these mixtures were stirred and defoamed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazersta KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for layer preparation (B) was obtained. .

Subsequently, using a slit die coater, the color conversion composition for layer production (A) was apply | coated on "Lumir" U48 (50 micrometers in thickness, Toray Corporation) which is base material layer A, and it is 20 minutes at 100 degreeC. It heated and dried, and formed (A) layer of average film thickness of 16 micrometers. Thus, the unit of the laminated body containing base material layer A and (A) layer was produced.

Similarly, using the slit die coater, the color conversion composition for layer preparation (B) is a light-diffusion film "chemical mat" 125PW (manufactured by Kimoto, Ltd., thickness 138 µm) which is a film having a base layer B and a light diffusion layer. Was applied to the PET base material layer side (base material layer B side), and heated and dried at 100 degreeC for 20 minutes, and the (B) layer of an average film thickness of 48 micrometers was formed. Thus, the unit of the laminated body containing a light-diffusion layer and base material layers B and (B) layers was produced.

Subsequently, the two units were heated laminated so that the (A) layer and the (B) layer were directly laminated. Thereby, the color conversion sheet of the structure called "substrate layer A / (A) layer / (B) layer / base material layer B / light-diffusion layer" was produced.

When this color conversion sheet was used to color convert the blue LED light having the peak emission wavelength of 457 nm, the emission spectrum showed sharp emission peaks in the red region, the green region, and the blue region, as shown in FIG. White light with X, Y) = (0.25, 0.22) was obtained. When extracting only the light emission area | region of green light, the high color purity green light emission of the half value width 27nm of the emission spectrum in peak wavelength 527nm and peak wavelength was obtained. Moreover, extracting only the light emission area | region of red light obtained the high color purity red light emission of the peak wavelength 641 nm and the half value width 49 nm of the emission spectrum in a peak wavelength. The area of the color gamut in the (u ', v') color space was 96% with respect to the color gamut area of the BT.2020 standard. The evaluation result of Example 1 is shown in Table 3 mentioned later. In Table 3, "color coordinates (X, Y)" is a value of XY color coordinates. "Color gamut area" is the area of the color gamut in the (u ', v') color space. In addition, "A"-"D" in the "color area area" column show the evaluation result of the area of this color area. These are the same for each table.

(Examples 2 to 5, 13 and Comparative Example 1)

In Examples 2 to 5 and 13 of the present invention and Comparative Example 1 of the present invention, the organic light emitting materials (compounds G-1 and G-2, shown in Table 3) as the organic light emitting material (a) of the layer (A) G-3, G-4) are suitably used, and as the organic light emitting material (b) of the layer (B), the organic light emitting materials (compounds R-1 and R-2) shown in Table 3 are suitably used, and (A The color conversion sheet was produced and evaluated similarly to Example 1 except having used suitably the binder resin (acrylic resin T1, polyester resin T11) shown in Table 3 as each binder resin of a layer and (B) layer. It was. The evaluation results of Examples 2 to 5, 13 and Comparative Example 1 are shown in Table 3.

(Comparative Example 2)

In Comparative Example 2 of the present invention, use of acrylic resin T1 (SP value ^{= 9.5 (cal / cm 3)} 0.5) as a binder resin, relative to 100 parts by weight of a binder resin, a compound as the organic light emitting material (a) 0.25 weight part of G-1, 0.017 weight part of compound R-1 as an organic light emitting material (c), and 400 weight part of toluene were mixed as a solvent. Thereafter, these mixtures were stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazerstar KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for producing a color conversion layer was obtained.

Subsequently, using a slit die coater, the color conversion composition for producing a color conversion layer was applied onto “Lumir” U48 (50 µm thick, manufactured by Toray Industries, Inc.), which is the base material layer A, and heated at 100 ° C. for 20 minutes. It dried, and the color conversion layer of 16 micrometers of average film thicknesses was formed. Thus, the unit of the laminated body containing these base material layers A and a color conversion layer was produced.

Subsequently, the base layer B side of the light diffusing film "chemical mat" 125PW (manufactured by Kimoto Co., Ltd., thickness 138 µm), which is a film provided with the base layer B and the light diffusing layer, and the color conversion layer side of the unit are laminated directly, This light-diffusion film and the said unit were heated laminated. This produced the color conversion sheet of the structure called "substrate layer A / color conversion layer / base material layer B / light-diffusion layer."

When this color conversion sheet was used for color conversion of blue LED light having a peak wavelength of 457 nm for emission, white light having an XY color coordinate of (X, Y) = (0.25, 0.22) was obtained. When extracting only the light emission area of green light, high color purity green light emission of half wavelength 33nm of the emission wavelength in peak wavelength 527nm and peak wavelength was obtained. Moreover, extracting only the light emission area | region of red light obtained high color purity red light emission of the peak wavelength 626nm and the half value width 50nm of the emission spectrum in a peak wavelength. The area of the color gamut in the (u ', v') color space was 84% with respect to the color gamut area of the BT.2020 standard. The evaluation result of the comparative example 2 is shown in Table 3.

(Comparative Examples 3 to 5)

In Comparative Examples 3 to 5 of the present invention, the organic light emitting materials (Compound G-1, G-3, G-4) shown in Table 3 are suitably used as the organic light emitting material (a), and Table 3 is used as the binder resin. Except having used the binder resin (acrylic resin T1, polyester resin T11) described in it suitably, it carried out similarly to the comparative example 2, and produced and evaluated the color conversion sheet | seat. The evaluation results of Comparative Examples 3 to 5 are shown in Table 3.

(Example 6)

In Example 6 of the present invention, Compound G is used as the organic light emitting material (a) based on 100 parts by weight of acrylic resin T1 (SP value = 9.5 (cal / cm ³ ) ^0.5 ) as the binder resin. 0.25 weight part of -1, 0.01 weight part of compound R-1 as an organic light emitting material (c), and 400 weight part of toluene were mixed as a solvent. Thereafter, these mixtures were stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazerstar KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for (A) layer preparation was obtained. .

Similarly, as a binder resin using a polyester resin T11 (SP value ^{= 10.7 (cal / cm 3)} 0.5), based on 100 parts by weight of a binder resin, 0.017 of the compound R-1 as the organic light emitting material (b) 300 weight part of toluene was mixed as a weight part and a solvent. Thereafter, these mixtures were stirred and defoamed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazerstar KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for layer preparation (B) was obtained. .

Subsequently, using a slit die coater, the color conversion composition for layer production (A) was apply | coated on "Lumir" U48 (50 micrometers in thickness, Toray Corporation) which is base material layer A, and it is 20 minutes at 100 degreeC. It heated and dried, and formed (A) layer of average film thickness of 16 micrometers. Thus, the unit of the laminated body containing base material layer A and (A) layer was produced.

Similarly, using the slit die coater, the color conversion composition for layer preparation was made into the light-diffusion film "chemical mat" 125PW which is a film provided with the base material layer B and the light-diffusion layer (manufactured by Kikimoto Co., Ltd., 138 micrometers in thickness). Was applied to the PET base material layer side (base material layer B side), and heated and dried at 100 degreeC for 20 minutes, and the (B) layer of 16 micrometers of average film thickness was formed. Thus, the unit of the laminated body containing a light-diffusion layer and base material layers B and (B) layers was produced.

Subsequently, the two units were heated laminated so that the (A) layer and the (B) layer were directly laminated. Thereby, the color conversion sheet of the structure called "substrate layer A / (A) layer / (B) layer / base material layer B / light-diffusion layer" was produced.

When this color conversion sheet was used for color conversion of blue LED light having a peak wavelength of 457 nm for emission, a light emission spectrum similar to that in FIG. 10 was obtained, and white light having an XY color coordinate of (X, Y) = (0.25, 0.22) was obtained. Obtained. Extracting only the light emission area of green light yielded high color purity green light emission having a peak wavelength of 525 nm and a half width of 27 nm of the emission spectrum at the peak wavelength. Moreover, extracting only the light emission area | region of red light obtained the high color purity red light emission of the peak wavelength of 639 nm and the half value width of 50 nm of the emission spectrum in a peak wavelength. The area of the color gamut in the (u ', v') color space was 95% with respect to the color gamut area of the BT.2020 standard. The evaluation result of Example 6 is shown in Table 3.

(Examples 7 to 11)

In Examples 7 to 11 of the present invention, the organic light emitting materials (compounds G-1 and G-2) shown in Table 3 are suitably used as the organic light emitting material (a) of the layer (A). As the organic light emitting material (c), the organic light emitting material (compound R-1, R-2) shown in Table 3 is appropriately used, and the organic light emitting material shown in Table 3 as the organic light emitting material (b) of the layer (B). What suitably used (compound R-1, R-2) and used the binder resin (acrylic resin T1, polyester resin T11) shown in Table 3 as each binder resin of (A) layer and (B) layer suitably. A color conversion sheet was produced and evaluated in the same manner as in Example 6 except for the above. The evaluation results of Examples 7 to 11 are shown in Table 3.

(Example 12)

In Example 12 of the present invention, Compound G is used as the organic light emitting material (a) based on 100 parts by weight of acrylic resin T1 (SP value = 9.5 (cal / cm ³ ) ^0.5 ) as the binder resin. 0.25 weight part of -2 and 400 weight part of toluene were mixed as a solvent. Thereafter, these mixtures were stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazerstar KK-400" (Kuraboze), thereby obtaining a color conversion composition for layer (A) layer preparation. .

Similarly, using the polyester resin T11 (SP value = 10.7 (cal / cm ³ ) ^0.5 ) as the binder resin, Compound R-1 0.017 as an organic light emitting material (b) relative to 100 parts by weight of the binder resin 0.01 weight part of compound G-1 as a weight part and organic light emitting material (d), and 300 weight part of toluene were mixed as a solvent. Thereafter, these mixtures were stirred and defoamed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazersta KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for layer preparation (B) was obtained. .

Subsequently, using a slit die coater, the color conversion composition for layer production (A) was apply | coated on "Lumir" U48 (50 micrometers in thickness, Toray Corporation) which is base material layer A, and it is 20 minutes at 100 degreeC. It heated and dried, and formed (A) layer of 13 micrometers of average film thicknesses. Thus, the unit of the laminated body containing base material layer A and (A) layer was produced.

Similarly, using the slit die coater, the color conversion composition for layer preparation was made into the light-diffusion film "chemical mat" 125PW which is a film provided with the base material layer B and the light-diffusion layer (manufactured by Kikimoto Co., Ltd., 138 micrometers in thickness). Was applied to the PET base material layer side (base material layer B side), and heated and dried at 100 degreeC for 20 minutes, and the (B) layer of an average film thickness of 48 micrometers was formed. Thus, the unit of the laminated body containing a light-diffusion layer and base material layers B and (B) layers was produced.

Subsequently, the two units were heated laminated so that the (A) layer and the (B) layer were directly laminated. Thereby, the color conversion sheet of the structure called "substrate layer A / (A) layer / (B) layer / base material layer B / light-diffusion layer" was produced.

When this color conversion sheet was used for color conversion of blue LED light having a peak wavelength of 457 nm for emission, a light emission spectrum similar to that in FIG. 10 was obtained, and white light having an XY color coordinate of (X, Y) = (0.25, 0.22) was obtained. Obtained. When only the light emission area of green light was extracted, high color purity green light emission of half wavelength 28nm of the emission spectrum in a peak wavelength of 527 nm and a peak wavelength was obtained. Moreover, extracting only the light emission area | region of red light obtained the high color purity red light emission of the peak wavelength 642 nm and the half value width 50 nm of the emission spectrum in a peak wavelength. The area of the color gamut in the (u ', v') color space was 95% with respect to the color gamut area of the BT.2020 standard. The evaluation result of Example 12 is shown in Table 3.

In Examples 1 to 3, organic light-emitting materials (compounds G-1, G-2, R-1, and R-2) exhibiting high color purity light emission were used, and the SP values of the layers (A) and (B) were By using another binder resin, light emission of white light with a very wide color gamut and high color reproducibility could be achieved.

In Examples 4 and 5, compound G-1 is used as the organic light emitting material (a), compound R-1 is used as the organic light emitting material (b), and the same binder resin is used in the layers (A) and (B). Was used. As a result, although Examples 4 and 5 are inferior to Example 1 using a binder resin having a different SP value in the (A) layer and the (B) layer, a plurality of kinds of organic light emitting materials (compound G- Compared with Comparative Example 2 and Comparative Example 3 in which 1 and Compound R-1) were dispersed, the half-value width of the emission of Compound G-1 was small, and the peak wavelength of the emission of Compound R-1 was long, and the color gamut was expanded can do.

In Comparative Example 1, since the peak wavelength of the light emission of the compound G-3 used as the organic light emitting material (a) is shorter than 500 nm and the half width of the light emission is larger than 56 nm, the organic light emitting material (a) exhibiting high color purity light emission (a The color gamut is small as compared with Example 1 or Example 2 using (Compound G-1, G-2).

In Examples 6 to 9 and 12, organic light emitting materials (compounds G-1, G-2, R-1, and R-2) exhibiting high color purity emission were used, and SPs were used in the (A) and (B) layers. In addition to using binder resins having different values, a plurality of types of organic light emitting materials were mixed in any one of the (A) layer and the (B) layer. As a result, it was possible to achieve fine adjustment of the peak wavelength of light emission while maintaining a wide color gamut.

In Examples 10 and 11, plural kinds of organic light emitting materials (compounds G-1, R-1, R-2) are mixed and used in the layer (A), and the same in the layer (A) and the layer (B). Binder resin was used. As a result, the peak wavelength of light emission can be finely adjusted, and thereby, the expansion of the color gamut can be achieved as compared with Examples 4 and 5.

In Example 13, Compound G-4 was used as the organic light emitting material (a), Compound R-1 was used as the organic light emitting material (b), and the SP value was different in the (A) layer and the (B) layer. Resin was used. As a result, compared with the comparative example 5 which disperse | distributed several types of organic light emitting material (compound G-4 and compound R-1) in a single layer, the color gamut was able to be enlarged.

TABLE 3

(Example 14)

In Example 14 of the present invention, an organic light emitting material was used as the binder resin using acrylic resin T2 (SP value = 9.9 (cal / cm ³ ) ^0.5 , refractive index n _A = 2.22), and based on 100 parts by weight of the binder resin. As (a), 0.3 weight part of compound G-2 and 500 weight part of toluene were mixed as a solvent. Thereafter, these mixtures were stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazerstar KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for (A) layer preparation was obtained. .

Similarly, polyester resin T12 (SP value = 10.9 (cal / cm ³ ) ^0.5 , refractive index n _B = 2.42) was used as the binder resin, and as the organic light emitting material (b) based on 100 parts by weight of the binder resin. 0.07 weight part of compound R-1 and 300 weight part of cyclohexanone were mixed as a solvent. Thereafter, these mixtures were stirred and defoamed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazersta KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for layer preparation (B) was obtained. .

Subsequently, using a slit die coater, the color conversion composition for layer production (A) was apply | coated on "Lumir" U34 (75 micrometers in thickness, Toray Corporation) which is base material layer A, and it is 20 minutes at 100 degreeC. It heated and dried, and formed (A) layer of 21 micrometers of average film thicknesses. Thus, the unit of the laminated body containing base material layer A and (A) layer was produced.

Similarly, using the slit die coater, the color conversion composition for layer preparation was made into the light-diffusion film "chemical mat" 125PW which is a film provided with the base material layer B and the light-diffusion layer (manufactured by Kikimoto Co., Ltd., 138 micrometers in thickness). Was applied to the PET base material layer side (base material layer B side), heated and dried at 100 degreeC for 20 minutes, and the (B) layer of 14 micrometers of average film thickness was formed. Thus, the unit of the laminated body containing a light-diffusion layer and base material layers B and (B) layers was produced.

Subsequently, the two units were heated laminated so that the (A) layer and the (B) layer were directly laminated. Thereby, the color conversion sheet of the structure called "substrate layer A / (A) layer / (B) layer / base material layer B / light-diffusion layer" was produced.

When this color conversion sheet was used to color convert blue LED light having a peak wavelength of 457 nm for emission, a light emission spectrum similar to that in FIG. 10 was obtained, and white light having an XY color coordinate of (X, Y) = (0.26, 0.23) was obtained. Obtained. When extracting only the light emission area | region of green light, the high color purity green light emission of the half value width 27nm of the emission spectrum in peak wavelength 527nm and peak wavelength was obtained. Moreover, extracting only the light emission area | region of red light obtained high color purity red light emission of the peak wavelength 646nm and the half value width 50nm of the emission spectrum in a peak wavelength. The area of the color gamut in the (u ', v') color space was 97% with respect to the color gamut area of the BT.2020 standard. In addition, in Example 14 and Example 15 mentioned later, the brightness was compared with the brightness of the white light after color conversion in Example 14 being 100. The evaluation result of Example 14 is shown in Table 4 mentioned later. In Table 4, "relative luminance (%)" is the relative luminance of Example 14 and Example 15. FIG.

(Example 15)

In Example 15 of the present invention, an organic light emitting material was used as the binder resin using acrylic resin T2 (SP value = 9.9 (cal / cm ³ ) ^0.5 , refractive index n _A = 2.22) and based on 100 parts by weight of the binder resin. As (a), 0.3 weight part of compound G-2 and 500 weight part of toluene were mixed as a solvent. Thereafter, these mixtures were stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazerstar KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for (A) layer preparation was obtained. .

Similarly, polyester resin T12 (SP value = 10.9 (cal / cm ³ ) ^0.5 , refractive index n _B = 2.42) was used as the binder resin, and as an organic light emitting material (b) based on 100 parts by weight of the binder resin. 0.07 weight part of compound R-1 and 300 weight part of cyclohexanone were mixed as a solvent. Thereafter, these mixtures were stirred and defoamed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazersta KK-400" (manufactured by Kurabo Industries), whereby a color conversion composition for layer preparation (B) was obtained. .

Further, as a light-emitting layer resin polyester resin T13 (= SP value of ^{10.6 (cal / cm 3) 0.5} , a refractive index n _C = 2.32) using, and a solvent, relative to 100 parts by weight of the resin, 100 a butyl acetate by weight To 100 parts by weight of 1-methoxy-2-propanol was mixed. Thereafter, these mixtures were stirred and degassed at 300 rpm for 20 minutes using a planetary stirring and degassing apparatus "Mazerstar KK-400" (manufactured by Kurabo Industries), whereby a composition for preparing a light extraction layer was obtained.

Subsequently, using a slit die coater, the color conversion composition for layer production (A) was apply | coated on "Lumir" U34 (75 micrometers in thickness, Toray Corporation) which is base material layer A, and it is 20 minutes at 100 degreeC. It heated and dried, and formed (A) layer of 21 micrometers of average film thicknesses. Thus, the unit of the laminated body containing base material layer A and (A) layer was produced.

Similarly, using the slit die coater, the color conversion composition for layer preparation was made into the light-diffusion film "chemical mat" 125PW which is a film provided with the base material layer B and the light-diffusion layer (manufactured by Kikimoto Co., Ltd., 138 micrometers in thickness). Was applied to the PET base material layer side (base material layer B side), heated and dried at 100 degreeC for 20 minutes, and the (B) layer of 14 micrometers of average film thickness was formed. Moreover, the composition for light extraction layer preparation was apply | coated on this (B) layer using the slit die coater, and it heated and dried at 100 degreeC for 20 minutes, and formed the light extraction layer of an average film thickness of 8 micrometers. Thus, the unit of the laminated body containing the light-diffusion layer, the base material layer B, (B) layer, and the light extraction layer was produced.

Subsequently, the two units were heated laminated so that the layer (A) and the light extraction layer were laminated directly. Thereby, the color conversion sheet of the structure called "substrate layer A / (A) layer / light extraction layer / (B) layer / base material layer B / light-diffusion layer" was produced.

When this color conversion sheet was used to color convert blue LED light having a peak wavelength of 457 nm for emission, a light emission spectrum similar to that in FIG. 10 was obtained, and white light having an XY color coordinate of (X, Y) = (0.26, 0.23) was obtained. Obtained. When extracting only the light emission area | region of green light, the high color purity green light emission of the half value width 27nm of the emission spectrum in peak wavelength 527nm and peak wavelength was obtained. Moreover, extracting only the light emission area | region of red light obtained high color purity red light emission of the peak wavelength 646nm and the half value width 50nm of the emission spectrum in a peak wavelength. The area of the color gamut in the (u ', v') color space was 97% with respect to the color gamut area of the BT.2020 standard. In addition, the relative luminance of Example 15 when the luminance of white light after color conversion in Example 14 was 100 was 105. FIG. The evaluation result of Example 15 is shown in Table 4.

In Example 14, similarly to Example 1, emission of white light having a very wide color gamut and high color reproducibility could be achieved. In Example 15, the refractive indices n _A , n _B and n _C for the light of wavelength 589.3 nm of the layer (A), the layer (B), and the light extraction layer were designed in a relationship of n _A ≤ n _C ≤ n _B. By doing so, the reflection of each light at the interface between the layer (A) and the light extraction layer and the interface between the layer (B) and the light extraction layer can be reduced, and as a result, the improvement of the luminance of the white light after color conversion can be achieved. .

TABLE 4

As described above, the color conversion sheet according to the present invention, the light source unit, the display, and the illumination device including the same are useful for achieving high color purity of light emission and a wide color gamut, and in particular, color conversion which makes it possible to achieve high color reproducibility. Suitable for sheets, light source units, displays and lighting devices comprising them.

1, 1a, 1b, 1c, 1d color conversion sheet
10 base layer
Floor 11 (A)
12 (B) Floor
13 light extraction layer
14 barrier layer

Claims (29)

A color conversion sheet for converting incident light into light having a longer wavelength than the incident light,
At least the following (A) layer and (B) layer,
The solubility parameter values, which are the dissolution parameters of the binder resin contained in the layer (A) and the binder resin contained in the layer (B), were respectively set to SP _A (cal / cm ³ ) ^0.5 and SP _B (cal / cm). ³ ) When the value is ^0.5 , SP _A ≤ SP _B
A color conversion sheet, characterized in that.
(A) layer: The layer containing the organic light emitting material (a) which shows light emission observed in the region whose peak wavelength is 500 nm or more and 580 nm or less by using excitation light of the range of 400 nm or more and 500 nm or less, and binder resin.
(B) layer: The peak wavelength is 580 nm or more by being excited by either or both of excitation light in the range of wavelength 400 nm or more and 500 nm or less, or light emission of wavelength 500 nm or more and 580 nm or less from the said organic light-emitting material (a). An organic light emitting material (b) exhibiting light emission observed in a region of 750 nm or less, and a layer containing a binder resin At least one of the said organic light emitting material (a) and the said organic light emitting material (b) is a compound represented by General formula (1), The color conversion sheet of Claim 1 characterized by the above-mentioned.

(X is CR ⁷ or N. R ¹ to R ⁹ may be the same as or different from each other, and each hydrogen, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.) The color conversion sheet according to claim 2, wherein both the organic light emitting material (a) and the organic light emitting material (b) are compounds represented by the general formula (1). The organic light emission according to any one of claims 1 to 3, wherein the layer (B) exhibits light emission observed in a region having a peak wavelength of 500 nm or more and 580 nm or less by using excitation light having a wavelength of 400 nm or more and 500 nm or less. It further contains the material (d), The color conversion sheet characterized by the above-mentioned. The said organic light emitting material (d) is a compound represented by General formula (1), The color conversion sheet of Claim 4 characterized by the above-mentioned.

(X is CR ⁷ or a N. R ¹ to R ⁹ is or different from be the same and represents hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.) A color conversion sheet for converting incident light into light having a longer wavelength than the incident light,
Comprising at least the following (A) layer and (B) layer
A color conversion sheet, characterized in that.
(A) layer: The layer containing the organic light emitting material (a) which shows light emission observed in the region whose peak wavelength is 500 nm or more and 580 nm or less by using excitation light of the range of 400 nm or more and 500 nm or less, and binder resin.
(B) layer: The peak wavelength is 580 nm or more by being excited by either or both of excitation light in the range of wavelength 400 nm or more and 500 nm or less, or light emission of wavelength 500 nm or more and 580 nm or less from the said organic light-emitting material (a). An organic light emitting material (b) exhibiting light emission observed in a region of 750 nm or less, and a layer containing a binder resin
However, both the organic light emitting material (a) and the organic light emitting material (b) are compounds represented by the general formula (1).

(X is CR ⁷ or a N. R ¹ to R ⁹ is or different from be the same and represents hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.) The SP values as dissolution parameters of the binder resin included in the layer (A) and the binder resin included in the layer (B) are respectively SP _A (cal / cm ³ ) ^0.5 and SP _B (cal / cm ³ ) ^0.5 , SP _A ≦ SP _B , the color conversion sheet. The organic light emitting material (d) according to claim 6 or 7, wherein the layer (B) exhibits light emission observed in a region having a peak wavelength of 500 nm or more and 580 nm or less by using excitation light having a wavelength of 400 nm or more and 500 nm or less. The color conversion sheet further containing. The said organic light emitting material (d) is a compound represented by General formula (1), The color conversion sheet of Claim 8 characterized by the above-mentioned.

(X is CR ⁷ or a N. R ¹ to R ⁹ is or different from be the same and represents hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.) A color conversion sheet for converting incident light into light having a longer wavelength than the incident light,
Comprising at least the following (A) layer and (B) layer
A color conversion sheet, characterized in that.
(A) layer: The layer containing the organic light emitting material (a) which shows light emission observed in the region whose peak wavelength is 500 nm or more and 580 nm or less by using excitation light of the range of 400 nm or more and 500 nm or less, and binder resin.
(B) layer: The peak wavelength is 580 nm or more by being excited by either or both of excitation light in the range of wavelength 400 nm or more and 500 nm or less, or light emission of wavelength 500 nm or more and 580 nm or less from the said organic light-emitting material (a). An organic light emitting material (b) exhibiting light emission observed in a region of 750 nm or less, an organic light emitting material (d) exhibiting light emission observed in a region having a peak wavelength of 500 nm to 580 nm by using excitation light having a wavelength of 400 nm or more and 500 nm or less, And a layer containing binder resin
However, the said organic light emitting material (d) is a compound represented by General formula (1).

(X is CR ⁷ or a N. R ¹ to R ⁹ is or different from be the same and represents hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.) The SP values as dissolution parameters of the binder resin included in the layer (A) and the binder resin included in the layer (B) are each SP _A (cal / cm ³ ) ^0.5 and SP _B (cal / cm ³ ) ^0.5 , SP _A ≦ SP _B , the color conversion sheet. At least one of the said organic light emitting material (a) and the said organic light emitting material (b) is a compound represented by General formula (1), The color conversion sheet of Claim 10 or 11 characterized by the above-mentioned.

(X is CR ⁷ or a N. R ¹ to R ⁹ is or different from be the same and represents hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.) The color conversion sheet according to claim 12, wherein both the organic light emitting material (a) and the organic light emitting material (b) are compounds represented by the general formula (1). The binder resin according to any one of claims 1 to 3, 6, 7, 10, and 11, which is contained in the layer (A) and the layer (B). Binder resin is different, The color conversion sheet characterized by the above-mentioned. The peak wavelength of the light emission of the said organic light emitting material (a) is 500 nm or more and 550 nm or less, in any one of Claims 1-3, 6, 7, 10, and 11,
The peak wavelength of light emission of the organic light emitting material (b) is 580 nm or more and 680 nm or less
A color conversion sheet, characterized in that. The SP value according to any one of claims 1 to 3, 6, 7, 10, and 11, which is a dissolution parameter of the binder resin contained in the layer (B), is SP _B. (cal / cm ³⁾ to ^0.5, the color conversion sheet, characterized in that SP _B ≥10.0. The content w _a of the organic light emitting material (a) in the layer (A) according to any one of claims 1 to 3, 6, 7, 10, and 11; wherein (b) the content of w _b of the organic light emitting material (b) in the layer, characterized in that _a relationship of w ≥w _b, the color conversion sheet. The excitation light according to any one of claims 1 to 3, 6, 7, 10, and 11, wherein the layer (A) has a wavelength of 400 nm or more and 500 nm or less, or And an organic light emitting material (c) exhibiting light emission observed in a region having a peak wavelength of 580 nm or more and 750 nm by being excited by either or both of light emission having a wavelength of 500 nm or more and 580 nm or less from the organic light emitting material (a). The color conversion sheet characterized by containing. The method of claim 18, wherein the content of w _c of the organic light emitting material (c) in the above (A) and the content of _a w (A) of the organic light emitting material (a) in layer _a layer w ≥w _c Color conversion sheet characterized by the relationship. The color conversion sheet according to claim 18, wherein the organic light emitting material (c) is a compound represented by the general formula (1).

(X is CR ⁷ or a N. R ¹ to R ⁹ is or different from be the same and represents hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxyl group, a thiol group, an alkoxy group, Alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group, halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, It is selected from a condensed ring and an aliphatic ring formed between a boryl group, a phosphine oxide group, and an adjacent substituent.) The said General formula (1), X is CR <^7> and R <^7> is general in any one of Claims 2, 3, 6, 7, 10, and 11. It is group represented by Formula (2), The color conversion sheet characterized by the above-mentioned.

(r is hydrogen, alkyl group, cycloalkyl group, heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxyl group, thiol group, alkoxy group, alkylthio group, arylether group, arylthioether group, aryl group, heteroaryl group , Halogen, cyano group, aldehyde group, carbonyl group, carboxyl group, oxycarbonyl group, carbamoyl group, amino group, nitro group, silyl group, siloxanyl group, boryl group, phosphine oxide group k is selected from 1 to 3 Integer k. When k is 2 or more, r may be the same or different.) delete delete The method according to any one of claims 1 to 3, 6, 7, 10, and 11, wherein the light extraction layer is provided between the (A) layer and the (B) layer. The color conversion sheet characterized by the above. Light source,
The color conversion sheet according to any one of claims 1 to 3, 6, 7, 10, and 11.
And a light source unit. The said light source and arrangement | positioning of the said (A) layer and (B) layer contained in the said color conversion sheet arrange | positioned in the order of the said light source, the said (A) layer, and the said (B) layer. Light source unit, characterized in that the arrangement. The light source unit according to claim 25, wherein the light source is a light emitting diode having maximum light emission in a range of 400 nm to 500 nm. The light source unit of Claim 25 is provided, The display characterized by the above-mentioned. The light source unit of Claim 25 is provided, The illuminating device characterized by the above-mentioned.

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